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A town of rich heritage, Orleans was incorporated in 1797. It is the commercial hub of the Lower Cape, with many specialty shops and excellent restaurants.

Orleans is home to The Academy of Performing Arts, live theatre with its own resident company.

192 Vacation Properties in Orleans
A fee-based feature highlighting availability within the next 4 weeks.

Orleans vacation rentals that sleep 24

East Orleans
ID 35619
11 BR
6 baths
Sleeps 24
Private resort with 2 homes, new pool/outdoor area.
Private resort with 2 homes, new pool/outdoor area.
Distance to beach: 2.0 mi to Nauset Beach
2 reviews read reviews
OWNER SPECIAL:
Significantly REDUCED- Aug 2024 weeks now $16,000.
Summer:
$16,000 - $22,500/wk
Off Season:
$1,500 - $2,400/night
$13,000 - $16,000/wk
2

Orleans vacation rentals that sleep 19

South Orleans
ID 7202
10 BR
6 baths
Sleeps 19
Manor by the Sea with Private, Sandy Beach
Manor by the Sea with Private, Sandy Beach
Distance to beach: 50 feet to your own private beach
8 reviews read reviews
Summer:
$12,000 - $13,000/wk
Off Season:
$13,000/wk
Orleans
ID 19054
9 BR
5 ½ baths
Sleeps 19
Waterfront Estate with Private Beach & Brand New Pool
Waterfront Estate with Private Beach & Brand New Pool
Distance to beach: short path leads down the bluff to private beach
31 reviews read reviews
Summer:
$23,000 - $30,000/wk
Off Season:
$3,500/night
$17,000 - $23,000/wk
3

Orleans vacation rentals that sleep 16

Orleans
ID 22373
7 BR
4 baths
Sleeps 16
Luxury 7 BR Home w/ 60 foot Private Pool, .4 Mile to Beach
Luxury 7 BR Home w/ 60 foot Private Pool, .4 Mile to Beach
Distance to beach: Pleasant Bay Town Landing Beach / Orleans
15 reviews read reviews
Summer:
$12,796 - $16,065/wk
Off Season:
$1,225 - $1,785/night
$8,575 - $16,065/wk
East Orleans
ID 36765
7 BR
8 baths
Sleeps 16
Parsons Beach Retreat,Fully Renovated,Hot Tub, Bike to Beach
Parsons Beach Retreat,Fully Renovated,Hot Tub, Bike to Beach
Distance to beach: 1.5 mi to Nauset Beach and 1.2 mi to Crystal Lake
OWNER SPECIAL:
Last week remaining, greatly reduced rate to $7950 for week Aug 24-31.
Summer:
$7,950 - $12,250/wk
Off Season:
$1,350/night
$8,950/wk
5
East Orleans
ID 14224
4 BR
6 baths
Sleeps 16
Executive Waterfront Luxury Estate; Heated Pool; 6000 Sq.ft.
Executive Waterfront Luxury Estate; Heated Pool; 6000 Sq.ft.
Distance to beach: Beachfront with Private Inlet Beach
9 reviews read reviews
OWNER SPECIAL:
Experience Cape Cod at this Beautiful Estate on the Water at a SPECIAL rate - week of Aug 24th-31st.
Summer:
$13,990 - $25,990/wk
$95,000 - $125,000/mo
Off Season:
$9,990 - $14,990/wk
4

Orleans vacation rentals that sleep 14

Orleans
ID 21276
6 BR
6 ½ baths
Sleeps 14
Private Beach 6 Bedroom Newly Renovated
Private Beach 6 Bedroom Newly Renovated
Distance to beach: 200' walk to Little Pleasant Bay Beach
4 reviews read reviews
Summer:
$11,000/wk
Off Season:
$8,000 - $11,000/wk
3
Orleans
ID 27642
6 BR
4 ½ baths
Sleeps 14
Cove Gardens - 4 Acre Private Estate on the Water
Cove Gardens - 4 Acre Private Estate on the Water
Distance to beach: 1/10 mi to Snow Point Association Beach
4 reviews read reviews
Summer:
$4,550 - $10,350/wk
Off Season:
$4,550 - $4,850/wk
Orleans
ID 36672
Summer:
$5,094 - $7,494/wk
Off Season:
$2,894 - $3,894/wk
Orleans
ID 38334
6 BR
4 ½ baths
Sleeps 14
*New Listing 2024* Eastwind Estate - Luxury 6 Bedroom Home
*New Listing 2024* Eastwind Estate - Luxury 6 Bedroom Home
Distance to beach: 2.5 mi to Pochet Association at Nauset Beach
Summer:
$9,400 - $22,950/wk
Off Season:
$1,350 - $86,000/wk
Orleans
ID 35244
5 BR
3 ½ baths
Sleeps 14
Magnificent Waterfront Estate, Beach, Guest Suite, Kayak
Magnificent Waterfront Estate, Beach, Guest Suite, Kayak
Distance to beach: Private Town Cove Beach
1 review read review
OWNER SPECIAL:
REDUCED RATE. Save $2,000 week of 8/24. Private oasis! Patio & firepit overlooking Town Cove.
Summer:
$10,000 - $12,000/wk
Off Season:
$1,450/night
$10,000/wk
3

Orleans vacation rentals that sleep 12

East Orleans
ID 31175
6 BR
4 ½ baths
Sleeps 12
Stunning Property with Private Pool and Walk to Ocean Beach
Stunning Property with Private Pool and Walk to Ocean Beach
Distance to beach: 1/2 mile enjoyable walk to Nauset Beach
6 reviews read reviews
Summer:
$10,125 - $12,600/wk
Off Season:
$4,000 - $9,650/wk
2
Orleans
ID 30564
Summer:
$5,094 - $7,494/wk
Off Season:
$2,394 - $3,194/wk
Orleans
ID 37580
6 BR
4 ½ baths
Sleeps 12
*New Listing* All Points East - Spectacular Fully Renovated
*New Listing* All Points East - Spectacular Fully Renovated
Distance to beach: 2.8 mi to Nauset Beach and 1.1 mi to Crystal Lake
Summer:
$3,800 - $8,100/wk
Off Season:
$3,400 - $3,650/wk
Orleans
ID 38868
6 BR
5 baths
Sleeps 12
Lady Windermere's Manor
Lady Windermere's Manor
Distance to beach: 0.8 mi to Little Pleasant Bay Beach and 1.6 Jackknife Harbor Beach
OWNER SPECIAL:
Save over $1000 for Remainng July & August Weeks.
Summer:
$8,400 - $10,000/wk
Off Season:
$10,000/wk
Orleans
ID 21847
5 BR
4 baths
Sleeps 12
Nauset Beach Retreat- location! walk to beach
Nauset Beach Retreat- location! walk to beach
Distance to beach: Sandy Walking Path to Nauset Beach
8 reviews read reviews
Summer:
$10,000 - $13,000/wk
Off Season:
$1,000/night
$10,000/wk
4
East Orleans
ID 32168
5 BR
5 baths
Sleeps 12
Privacy. Comfort. Style. Unique Property w Resort Amenities!
Privacy. Comfort. Style. Unique Property w Resort Amenities!
Distance to beach: 2 miles Nauset Beach and Nauset Inlet w/ sandy beach is steps away & lovely
24 reviews read reviews
Summer:
$14,500 - $16,000/wk
Off Season:
$800 - $1,700/night
$10,000 - $14,000/wk
6
Orleans
ID 36671
Summer:
$10,697 - $16,397/wk
Off Season:
$8,397/wk
Orleans
ID 39204
5 BR
5 baths
Sleeps 12
058-O Water Views, Central AC, Sleeps 12
058-O Water Views, Central AC, Sleeps 12
Distance to beach: 0.8 mi to Little Pleasant Bay Beach and Overlooking Seth's Pond
Summer:
$2,877 - $4,751/wk
East Orleans, Mill Pond
ID 29199
4 BR
3 baths
Sleeps 12
E.Orleans Classic Beach&Boat House,Heated Pool,Walk MillPond
E.Orleans Classic Beach&Boat House,Heated Pool,Walk MillPond
Distance to beach: 2.4 miles Nauset Beach and 1/10 miles Robert's Cove/Mill Pond
1 review read review
OWNER SPECIAL:
Labor Day Special! Sunday, August 25th - Monday, September 2nd (9 days 8 nights) $11,000.
Summer:
$11,000/wk
Off Season:
$5,000 - $10,000/wk
8
Nauset Heights
ID 29075
4 BR
3 ½ baths
Sleeps 12
Nauset Beach House - Big, Beautiful, Views, Walk To Beach!
Nauset Beach House - Big, Beautiful, Views, Walk To Beach!
Distance to beach: Nauset Beach and Nauset Inlet Nauset Beach and 8 min walk to Nauset Beach ,2 min. to Nauset Inle
20 reviews read reviews
Summer:
$5,000 - $9,000/wk
$31,000 - $34,450/mo
Off Season:
$1,500 - $7,000/wk
$3,500 - $24,375/mo
7
Orleans
ID 38175
Summer:
$6,500/wk
Off Season:
$400 - $500/night
$3,000 - $5,000/wk
4

Orleans vacation rentals that sleep 11

East Orleans
ID 36762
5 BR
3 ½ baths
Sleeps 11
East Orleans Elegance!
East Orleans Elegance!
Distance to beach: 1.2 mi to Nauset Beach
1 review read review
Summer:
$6,300 - $6,500/wk
Off Season:
$700/night
$4,900 - $6,300/wk
Orleans
ID 32244
5 BR
5 baths
Sleeps 11
Beautiful, 5 BR/5 BA w/Gust Ste. Perfect for 2 Families
Beautiful, 5 BR/5 BA w/Gust Ste. Perfect for 2 Families
Distance to beach: 1.5 miles Nauset Beach and Skatet Beach 2 miles
3 reviews read reviews
Summer:
$6,000/wk
Off Season:
$6,000/wk
Orleans
ID 27960
4 BR
3 ½ baths
Sleeps 11
Sea Turn - 1 Minute Walk to Nauset Beach (Sleeps 11)
Sea Turn - 1 Minute Walk to Nauset Beach (Sleeps 11)
Distance to beach: 1 minute walk to Nauset Beach
2 reviews read reviews
Summer:
$4,544 - $7,844/wk
Off Season:
$3,944/wk
Grandview
ID 31120
4 BR
3 ½ baths
Sleeps 11
Bright waterfront haven with AC and heavenly 100° views
Bright waterfront haven with AC and heavenly 100° views
Distance to beach: 0.8 miles to Nauset Beach and 4.6 miles to Skaket Beach
44 reviews read reviews
Summer:
$7,000 - $7,300/wk
Off Season:
$2,200 - $7,000/wk
8

Orleans vacation rentals that sleep 10

East Orleans
ID 25613
6 BR
3 baths
Sleeps 10
Large Classic Cape House with private beach
Large Classic Cape House with private beach
Distance to beach: 9 minute drive to Nauset Beach and 13 minute drive to Skaket Beach
12 reviews read reviews
Summer:
$5,400/wk
Off Season:
$5,300 - $5,400/wk
2
Orleans
ID 19102
5 BR
3 baths
Sleeps 10
Private Waterfront on Pleasant Bay
Private Waterfront on Pleasant Bay
Distance to beach: right out front
18 reviews read reviews
Summer:
$7,500 - $8,600/wk
Off Season:
$5,500 - $7,500/wk
2
Orleans - on Crystal Lake
ID 8702
5 BR
5 ½ baths
Sleeps 10
A Gem on a Sandy Bottom Lake - Close to the Ocean and Bay
A Gem on a Sandy Bottom Lake - Close to the Ocean and Bay
Distance to beach: 1.5 miles Skaket Beach and 1.5 miles Nauset Beach
2 reviews read reviews
Summer:
$7,000/wk
Off Season:
$2,000 - $5,000/wk
Orleans
ID 24142
Summer:
$4,500 - $4,700/wk
Off Season:
$4,000 - $4,700/wk
Orleans
ID 26166
5 BR
3 ½ baths
Sleeps 10
Walk to Crystal Lake; Private pickleball/tennis court
Walk to Crystal Lake; Private pickleball/tennis court
Distance to beach: 1.5 miles Skaket Beach and 1.5 miles Nauset Beach
18 reviews read reviews
OWNER SPECIAL:
Reduced rate for week of 8/24/24-8/31/24 $4700 to $4000!
Summer:
$4,000 - $4,700/wk
Off Season:
$3,500 - $4,000/wk
2
Orleans
ID 35073
5 BR
4 baths
Sleeps 10
Multi-family hous w/Heated Pool & Picklebal - Built for FUN!
Multi-family hous w/Heated Pool & Picklebal - Built for FUN!
Distance to beach: 4 mi to Skaket Beach and 2 mi to Nauset Beach
2 reviews read reviews
Summer:
$10,000 - $10,550/wk
Off Season:
$800 - $1,400/night
$1,100 - $8,000/wk
East Orleans
ID 35287
5 BR
3 baths
Sleeps 10
The Sparrow House, East Orleans (ASP#1275)
The Sparrow House, East Orleans (ASP#1275)
Distance to beach: 2.1 mi to Nauset Beach
OWNER SPECIAL:
Reduced! Weeks 7/5-12 now $4000 per week!
Summer:
$4,000 - $5,000/wk
Off Season:
$3,500 - $4,500/wk
East Orleans
ID 35514
5 BR
2 baths
Sleeps 10
The Ocean at your Doorstep
The Ocean at your Doorstep
Distance to beach: 0.9 mile to Nauset Beach and Association staircase 2/5 feet Nauset Outer Beach
Summer:
$13,300/wk
Off Season:
$13,300/wk
Rock Harbor
ID 36708
5 BR
5 ½ baths
Sleeps 10
''Shalom'' at Rock Harbor
''Shalom'' at Rock Harbor
Distance to beach: 4/10 mi to Rock Harbor Beach
Summer:
$4,400/wk
Off Season:
$558/night
$3,900/wk
3
Mayflower Point
ID 7598
4 BR
2 ½ baths
Sleeps 10
1.6 acres w/ private fresh & salt water access & rec room
1.6 acres w/ private fresh & salt water access & rec room
Distance to beach: 3.8 mi./10 min. Nauset Beach and 4.2 mi/14 min.. Skaket Beach
21 reviews read reviews
OWNER SPECIAL:
Off season is a great time to vacation on Cape Cod; check out the fall dates starting in September!!
Summer:
$3,900 - $4,200/wk
$11,000 - $14,000/mo
Off Season:
$3,000 - $4,200/wk
$13,000 - $15,000/mo
2
South Orleans
ID 23766
4 BR
2 baths
Sleeps 10
California Contemporary, Walk to Beach, 1.3 Wooded Acres
California Contemporary, Walk to Beach, 1.3 Wooded Acres
Distance to beach: 3 houses away Quanset Harbor Club Beach and 3 houses from private assn beach on Pleasant Bay
55 reviews read reviews
Summer:
$4,950/wk
Off Season:
$495 - $650/night
$3,465 - $4,495/wk
9
East Orleans
ID 25214
4 BR
3 ½ baths
Sleeps 10
Unique & Charming Renovated Barn-Walk To Private Beach
Unique & Charming Renovated Barn-Walk To Private Beach
Distance to beach: .4 mile to private part of Nauset Beach
3 reviews read reviews
Summer:
$7,000 - $8,000/wk
$30,000/mo
Off Season:
$5,500 - $7,500/wk
5
East Orleans
ID 22357
Summer:
$4,250 - $7,397/wk
Off Season:
$1,750 - $2,950/wk
5
Orleans and Eastham Border
ID 29329
4 BR
3 ½ baths
Sleeps 10
Beautiful Home on Town Cove with Central AC
Beautiful Home on Town Cove with Central AC
Distance to beach: 1 mile Nauset Beach and On Cove, 1 mi to Nauset, 1.5 mi to Rock Harbor
2 reviews read reviews
Summer:
$6,975/wk
3
Orleans
ID 32188
4 BR
3 ½ baths
Sleeps 10
Spacious Modern Charm w/ Thoughtful Guest Reviews
Spacious Modern Charm w/ Thoughtful Guest Reviews
Distance to beach: ~ 2 miles to Skaket Beach and ~ 2 miles to Nauset Beach
19 reviews read reviews
Summer:
$5,500 - $6,500/wk
Off Season:
$600 - $625/night
$4,000 - $6,000/wk
5
Chestnut Grove, East Orleans
ID 35447
4 BR
3 ½ baths
Sleeps 10
Chestnut Grove -Orleans Home With Deeded Beach Access
Chestnut Grove -Orleans Home With Deeded Beach Access
Distance to beach: 2 minute stroll to Little Pleasant Bay-deeded acce
Summer:
$2,350 - $7,744/wk
Off Season:
$1,850 - $2,844/wk
South Orleans
ID 33497
4 BR
2 ½ baths
Sleeps 10
Charming Cape Home - Ideal for 2 Families
Charming Cape Home - Ideal for 2 Families
Distance to beach: 3 miles to Nauset Beach and 3 miles to Skaket Beach
1 review read review
Summer:
$3,000 - $4,700/wk
5
Orleans
ID 37246
4 BR
2 baths
Sleeps 10
Poolside Oasis
Poolside Oasis
Distance to beach: 2.3 mi to Crystal Lake
Summer:
$4,000 - $7,144/wk
Off Season:
$1,300 - $3,944/wk
Orleans
ID 37150
4 BR
3 ½ baths
Sleeps 10
Endless Summer with Kayaks, Bikes, and Private Yard
Endless Summer with Kayaks, Bikes, and Private Yard
Distance to beach: 0.7 mi to Little Pleasant Bay Beach and 7 minute drive Skaket Beach
1 review read review
Summer:
$1,800 - $3,800/wk
Off Season:
$300 - $479/night
$1,600 - $3,500/wk
2
Orleans
ID 33867
Summer:
$8,500/wk
Off Season:
$1,000/night
$8,500/wk
2
East Orleans
ID 19116
Summer:
$2,695 - $3,075/wk
Off Season:
$1,320 - $2,860/wk
4
Orleans
ID 20703
3 BR
2 baths
Sleeps 10
Water views, private waterfront, 2.7 mi. to Nauset Beach!
Water views, private waterfront, 2.7 mi. to Nauset Beach!
Distance to beach: 100 ft. to small, private beach on Town Cove
17 reviews read reviews
Summer:
$4,000 - $4,900/wk
Off Season:
$2,100 - $4,600/wk
3
Orleans
ID 33597
3 BR
3 baths
Sleeps 10
Pochet Getaway - Private Access to Nauset Beach, Beach Pass
Pochet Getaway - Private Access to Nauset Beach, Beach Pass
Distance to beach: 1/2 mi to Pochet Association at Nauset Beach
2 reviews read reviews
Summer:
$3,950 - $8,050/wk
Off Season:
$3,350 - $4,350/wk
3
Orleans
ID 34486
3 BR
2 baths
Sleeps 10
5 Min to Nauset! Beautiful Orleans getaway with heated pool!
5 Min to Nauset! Beautiful Orleans getaway with heated pool!
Distance to beach: (5 Min Drive) 1.8 mi to Nauset Beach
2 reviews read reviews
OWNER SPECIAL:
Inquire w Owner for a New Weekly Special for a Private Orleans House w Heated Pool!
Summer:
$6,800/wk
Off Season:
$4,500 - $6,800/wk
4
Orleans
ID 19802
2 BR
1 ½ bath
Sleeps 10
Classic Cape Cod Cottage on Barley Neck in East Orleans
Classic Cape Cod Cottage on Barley Neck in East Orleans
Distance to beach: Nauset Beach Nauset Beach and 1.5 to Nauset Beach, walk to Meetinghse Pond
5 reviews read reviews
Summer:
$2,800/wk
$11,200/mo
Off Season:
$350 - $375/night
$2,500 - $2,800/wk
$10,000 - $11,200/mo
5

Orleans vacation rentals that sleep 9

East Orleans
ID 38133
Summer:
$5,000 - $6,500/wk
Off Season:
$4,000 - $6,500/wk
Pochet community, East Orleans
ID 29730
4 BR
2 baths
Sleeps 9
Orleans Waterview 4 bedroom with private beach access
Orleans Waterview 4 bedroom with private beach access
Distance to beach: 4/10 mile to private section of Nauset Beach
1 review read review
Summer:
$3,850 - $4,550/wk
Off Season:
$3,850/wk
4
Orleans
ID 37696
Summer:
$2,850 - $5,150/wk
Off Season:
$1,450 - $2,950/wk
Orleans
ID 38247
3 BR
3 baths
Sleeps 9
Private Saltwater Dock!
Private Saltwater Dock!
Distance to beach: 1.9 mi to Crystal Lake
Summer:
$3,500 - $4,200/wk
Off Season:
$3,000/wk

Orleans vacation rentals that sleep 8

East Orleans
ID 5279
5 BR
2 ½ baths
Sleeps 8
Secluded Waterfront home on Little Pleasant Bay
Secluded Waterfront home on Little Pleasant Bay
Distance to beach: Private beach down short, gentle path from house
3 reviews read reviews
Summer:
$5,000 - $5,500/wk
Off Season:
$4,500 - $5,500/wk
2
East Orleans
ID 1164
4 BR
3 ½ baths
Sleeps 8
Water Views, Walk to Nauset Beach, 3 King Master Suites!
Water Views, Walk to Nauset Beach, 3 King Master Suites!
Distance to beach: 4/10 m to priv. section of Nauset Beach (National
33 reviews read reviews
11
East Orleans
ID 5445
4 BR
3 baths
Sleeps 8
Fantastic Home Open Floor Plan Walk to Cove Easy Kayaking
Fantastic Home Open Floor Plan Walk to Cove Easy Kayaking
Distance to beach: 2.5 miles Nauset Beach and Short 200 yd wk to Nauset Inlet on Roberts Cove
8 reviews read reviews
Summer:
$2,900 - $4,000/wk
Off Season:
$1,500/night
$2,500 - $4,000/wk
6
East Orleans
ID 9286
4 BR
3 baths
Sleeps 8
Beautiful Nauset Beach 4 Br Home, A/C, Wifi
Beautiful Nauset Beach 4 Br Home, A/C, Wifi
Distance to beach: Less than 1 Mile to Nauset Beach
7 reviews read reviews
Summer:
$4,200 - $4,600/wk
Off Season:
$400 - $550/night
$2,300 - $4,000/wk
2
Orleans
ID 10909
4 BR
2 baths
Sleeps 8
WiWaSa (Wind, Water, Sand)
WiWaSa (Wind, Water, Sand)
Distance to beach: 1/20 mile to Town Landing
Summer:
$2,700/wk
Off Season:
$2,400 - $2,600/wk
4
Tonset area of E. Orleans
ID 13084
4 BR
1 ½ bath
Sleeps 8
Tonset Area - Nauset Harbor Views - Seconds to Town Landing
Tonset Area - Nauset Harbor Views - Seconds to Town Landing
Distance to beach: Seconds to town landing/2 mi Nauset public beach
Summer:
$3,600 - $3,700/wk
Off Season:
$275/wk
$11 - $1,100/mo
2
Orleans
ID 21116
4 BR
2 baths
Sleeps 8
A Tranquil, Convenient Location in South Orleans
A Tranquil, Convenient Location in South Orleans
Distance to beach: 4 miles Skaket Beach and 4 miles Nauset Beach
32 reviews read reviews
Summer:
$2,800/wk
East Orleans
ID 16949
4 BR
2 ½ baths
Sleeps 8
Waterfront Paradise~Panoramic Water Views, Dock, AC & Kayaks
Waterfront Paradise~Panoramic Water Views, Dock, AC & Kayaks
Distance to beach: 1.5 miles to Orleans main ocean beach, Nauset Nauset Beach and Directly on Meeting House Pond; 5min drive, Nauset
12 reviews read reviews
Summer:
$6,748 - $6,846/wk
Off Season:
$3,500 - $6,846/wk
3
East Orleans
ID 25043
4 BR
2 baths
Sleeps 8
Great home for 2 families, walk to Nauset Beach
Great home for 2 families, walk to Nauset Beach
Distance to beach: 1/3 mile from Nauset Beach
22 reviews read reviews
Summer:
$3,095 - $3,495/wk
Off Season:
$3,095/wk
4
East Orleans
ID 24704
Summer:
$3,050 - $4,650/wk
Off Season:
$1,650 - $2,850/wk
Orleans
ID 25248
4 BR
2 baths
Sleeps 8
Pleasant Bay area of Orleans - 4 Bedrooms, 2 Baths
Pleasant Bay area of Orleans - 4 Bedrooms, 2 Baths
Distance to beach: 1/2 mi to small beach, 4-5 miles to Skaket, Nauset
5 reviews read reviews
Summer:
$2,000 - $3,500/wk
Off Season:
$500/night
$2,000 - $2,500/wk
East Orleans
ID 23999
Summer:
$6,500/wk
Off Season:
$550 - $900/night
$4,200 - $6,500/wk
Orleans
ID 28723
4 BR
2 baths
Sleeps 8
Bay/Marsh Front, Gorgeous views, Walk to Skaket Beach
Bay/Marsh Front, Gorgeous views, Walk to Skaket Beach
Distance to beach: 1/2 mile to Skaket Beach and 4.5 miles Nauset Beach
15 reviews read reviews
Summer:
$4,900 - $5,800/wk
Off Season:
$600 - $850/night
$4,000 - $5,200/wk
3
Orleans
ID 33258
4 BR
3 baths
Sleeps 8
Waterfront Four Bedroom Classic Cape With Private Beach
Waterfront Four Bedroom Classic Cape With Private Beach
Distance to beach: 60 feet to private beach on Little Pleasant Bay
2 reviews read reviews
Summer:
$4,800 - $6,800/wk
Off Season:
$2,900 - $5,600/wk
6
East Orleans, MA
ID 25736
4 BR
3 ½ baths
Sleeps 8
2 Greymoor Way
2 Greymoor Way
Distance to beach: 1 mile to Nauset Beach
1 review read review
Summer:
$2,500 - $3,750/wk
$15,000/mo
Off Season:
$1,500 - $2,500/wk
$6,000 - $9,000/mo
East Orleans
ID 35265
4 BR
3 baths
Sleeps 8
Lovely Cape Home - Near Nauset Beach
Lovely Cape Home - Near Nauset Beach
Distance to beach: 1.0 mile Nauset Beach and 4 miles to Skaket Beach and Rock Harbor
2 reviews read reviews
Off Season:
$2,500/wk
2
Orleans
ID 35920
4 BR
2 baths
Sleeps 8
RENOVATED Beautiful Home-Dog Friendly! NEW KITCHEN!
RENOVATED Beautiful Home-Dog Friendly! NEW KITCHEN!
Distance to beach: 4 miles Nauset Beach and 2 miles Skaket Beach
16 reviews read reviews
OWNER SPECIAL:
September Rentals now Available!!!
Summer:
$2,500 - $4,750/wk
Off Season:
$1,500 - $2,000/wk
6
Orleans
ID 36512
4 BR
3 baths
Sleeps 8
Tides End - Beautiful Waterfront Home
Tides End - Beautiful Waterfront Home
Distance to beach: 2.2 miles to Nauset Beach
2 reviews read reviews
Summer:
$3,400 - $8,644/wk
Off Season:
$3,400 - $3,944/wk
Orleans
ID 38105
4 BR
2 baths
Sleeps 8
Renovated Historic 1820’s Cape Home
Renovated Historic 1820’s Cape Home
Distance to beach: 2.3 mi to Nauset Beach and 4 Skaket Beach
Summer:
$3,000 - $3,600/wk
$12,000 - $16,000/mo
Off Season:
$2,000 - $3,000/wk
$4,000 - $10,000/mo
5
East Orleans
ID 37578
4 BR
2 baths
Sleeps 8
Cape Cod Cottage Just Steps from Nauset Beach
Cape Cod Cottage Just Steps from Nauset Beach
Distance to beach: 0.8 mi to Nauset Beach
2 reviews read reviews
Summer:
$5,000/wk
Off Season:
$3,000/wk
Orleans
ID 37541
4 BR
3 baths
Sleeps 8
Fabulous 4BR/3BA Air Conditioned Home with Views of Nauset B
Fabulous 4BR/3BA Air Conditioned Home with Views of Nauset B
Distance to beach: 0.3 mi to Pochet Association at Nauset Beach
Summer:
$9,500/wk
Orleans
ID 38398
4 BR
2 ½ baths
Sleeps 8
The Lily Pad
The Lily Pad
Distance to beach: 1.3 mi to Crystal Lake
Summer:
$2,950 - $3,975/wk
Off Season:
$280 - $380/night
$1,400 - $1,900/wk
Orleans
ID 32713
4 BR
4 baths
Sleeps 8
Contemporary 3-level Waterfront. Central A/C (ASP-1205)
Contemporary 3-level Waterfront. Central A/C (ASP-1205)
Distance to beach: 3 miles to Skaket Beach and 5 miles to Nauset Beach
Summer:
$4,400 - $4,800/wk
Off Season:
$4,000 - $4,400/wk
Orleans
ID 38665
Summer:
$3,850/wk
Off Season:
$300 - $350/night
$2,975/wk
Orleans
ID 38681
4 BR
2 ½ baths
Sleeps 8
Central AC, Spacious Home, Walk to Lake, Near Nauset
Central AC, Spacious Home, Walk to Lake, Near Nauset
Distance to beach: 3 mi to Nauset Beach and 3/10 mi to Crystal Lake
25 reviews read reviews
OWNER SPECIAL:
Owner Special - Weeks in July reduced by $300 off to $3995.
Summer:
$3,995 - $4,250/wk
Off Season:
$340 - $450/night
$2,500 - $3,500/wk
2
South Orleans
ID 39106
4 BR
4 ½ baths
Sleeps 8
Private Saltwater Pool
Private Saltwater Pool
Distance to beach: 1.7 mi to Crystal Lake
OWNER SPECIAL:
Price reduction to $4500 for 7/6-13!
Summer:
$4,500 - $6,500/wk
East Orleans
ID 38561
4 BR
2 baths
Sleeps 8
023-OA A Piece of Nauset Heights Heaven, 2 Minutes to Beach
023-OA A Piece of Nauset Heights Heaven, 2 Minutes to Beach
Distance to beach: 1.1 mi to Nauset Beach and 1/10 mile to Priscilla Beach
Summer:
$4,020 - $4,725/wk
Off Season:
$277 - $492/night
$2,130 - $3,780/wk
East Orleans
ID 3274
4 BR
3 baths
Sleeps 8
Comfortable Home with Rare Private Ocean Beach
Comfortable Home with Rare Private Ocean Beach
Distance to beach: 4/10 mile to private section of Nauset Beach
7 reviews read reviews
Summer:
$6,000/wk
$23,500/mo
Orleans
ID 21757
4 BR
3 ½ baths
Sleeps 8
Waterview Sunsets from Deck--Spacious Lakefront in Orleans
Waterview Sunsets from Deck--Spacious Lakefront in Orleans
Distance to beach: less than 4 miles to Nauset Beach
5 reviews read reviews
Summer:
$3,100 - $3,200/wk
Off Season:
$2,650 - $3,000/wk
5
East Orleans
ID 27623
Summer:
$3,000 - $3,500/wk
Off Season:
$425/night
$2,700/wk
$3,500 - $5,000/mo
Orleans
ID 32875
4 BR
3 ½ baths
Sleeps 8
4 BR Contemporary on Little Pleasant Bay with Private Beach
4 BR Contemporary on Little Pleasant Bay with Private Beach
Distance to beach: 70 feet to private beach on Little Pleasant Bay
1 review read review
Summer:
$4,800/wk
Off Season:
$2,500 - $5,200/wk
$3,000 - $5,000/mo
2
Orleans
ID 33025
Summer:
$2,800/wk
Off Season:
$1,800 - $2,800/wk
2
East Orleans
ID 28746
4 BR
2 ½ baths
Sleeps 8
Beautiful views & beach access on Pochet Inlet WR#156816
Beautiful views & beach access on Pochet Inlet WR#156816
Distance to beach: Steps from private access to Nauset Beach
Summer:
$5,250/wk
East Orleans Nauset Heights
ID 28314
Summer:
$3,800 - $5,000/wk
$20,000/mo
Off Season:
$3,800/wk
East Orleans
ID 38255
4 BR
3 baths
Sleeps 8
A Nauset Heights Gem / Walk to Nauset Beach
A Nauset Heights Gem / Walk to Nauset Beach
Distance to beach: .3mi Private Area of Nauset Beach; .6mi to Nauset
7 reviews read reviews
Summer:
$4,500 - $6,000/wk
Off Season:
$385 - $695/night
$2,500 - $4,500/wk
3
Orleans
ID 18653
3 BR
3 baths
Sleeps 8
On the Bike Path, Near Skaket Beach, A/C
On the Bike Path, Near Skaket Beach, A/C
Distance to beach: 9/10 mi. to Skaket Beach and 4 mi. to Nauset Beach
17 reviews read reviews
Summer:
$2,300 - $3,000/wk
Off Season:
$255 - $365/night
$1,200 - $2,300/wk
5
Orleans
ID 29389
3 BR
2 ½ baths
Sleeps 8
Fits 2 Families, 3+ bedroom, Kid & Dog Friendly, Charming
Fits 2 Families, 3+ bedroom, Kid & Dog Friendly, Charming
Distance to beach: 3.4mi Skaket Beach and 3.7mi Nauset Beach
11 reviews read reviews
OWNER SPECIAL:
Long term winter rental $2000-$4000/month! Also now booking summer 2025! We love kids and dogs!
Summer:
$450 - $975/night
$3,000 - $6,000/wk
Off Season:
$300 - $500/night
$2,000 - $5,000/wk
$2,000 - $8,000/mo
7
South Orleans
ID 25902
3 BR
3 ½ baths
Sleeps 8
Topside Mainhouse - Swim, Fish and Sail on Pleasant Bay
Topside Mainhouse - Swim, Fish and Sail on Pleasant Bay
Distance to beach: stairs lead down to our private beach
3 reviews read reviews
Summer:
$8,500 - $10,000/wk
Off Season:
$10,000 - $12,500/wk
2
Orleans
ID 26994
3 BR
3 baths
Sleeps 8
3 NIGHTS RENTAL ONLY! Charming Summer Home. Walk to Town!
3 NIGHTS RENTAL ONLY! Charming Summer Home. Walk to Town!
Distance to beach: 4 Miles Nauset Beach and 4 miles to Skaket Beach, 2 miles to Pilgrim lake,
4 reviews read reviews
Summer:
$1,500 - $2,000/night
$4,000 - $5,000/wk
$20,000/mo
Off Season:
$1,000 - $1,500/night
$3,000 - $5,000/wk
$10,000 - $12,000/mo
7
Orleans
ID 31432
Summer:
$2,350 - $4,800/wk
Off Season:
$2,000 - $2,500/wk
East Orleans
ID 32571
3 BR
3 baths
Sleeps 8
Spacious Town Cove Beauty with AC & Cove Views
Spacious Town Cove Beauty with AC & Cove Views
Distance to beach: 3 miles Nauset Beach and 3.5 miles Skaket Beach
8 reviews read reviews
Summer:
$3,000 - $4,000/wk
Off Season:
$2,000 - $3,000/wk
Orleans
ID 29810
3 BR
2 ½ baths
Sleeps 8
Reconstructed History
Reconstructed History
Distance to beach: 2.6 miles to Nauset Beach
Summer:
$4,700/wk
Off Season:
$4,700/wk
East Orleans
ID 33655
3 BR
2 baths
Sleeps 8
Upscale East Orleans Home- 5 minutes to Nauset Beach!
Upscale East Orleans Home- 5 minutes to Nauset Beach!
Distance to beach: 1.5 miles Nauset Beach and 4.5 miles Skaket Beach
18 reviews read reviews
Summer:
$3,400 - $4,700/wk
Off Season:
$450/night
$3,000 - $4,100/wk
7
Orleans
ID 34567
Summer:
$3,350 - $5,050/wk
Off Season:
$2,150 - $3,550/wk
Centrally Located
ID 36017
3 BR
2 baths
Sleeps 8
Locust Retreat
Locust Retreat
Distance to beach: 3.7 mi Nauset Beach and 1.7 mi to Skaket Beach
Summer:
$2,000/wk
Off Season:
$1,750/wk
3
Orleans
ID 34380
Summer:
$2,250/wk
Off Season:
$1,500 - $2,250/wk
Orleans
ID 33508
3 BR
2 ½ baths
Sleeps 8
Beautiful home near Skaket Beach
Beautiful home near Skaket Beach
Distance to beach: 8/10 mi to Skaket Beach
Summer:
$3,400/wk
Off Season:
$2,900 - $3,100/wk
Orleans
ID 38322
Summer:
$2,050 - $3,950/wk
Off Season:
$850 - $2,150/wk
Orleans
ID 38385
3 BR
3 baths
Sleeps 8
*New 2024* Barley Breeze - Spacious 3 Bedroom in Orleans
*New 2024* Barley Breeze - Spacious 3 Bedroom in Orleans
Distance to beach: 2.1 mi to Pochet Association at Nauset Beach
Summer:
$2,650 - $4,600/wk
Off Season:
$800 - $2,800/wk
Orleans
ID 38908
3 BR
3 baths
Sleeps 8
Private Water Front Home on Fresh Water Pond
Private Water Front Home on Fresh Water Pond
Distance to beach: Private beach access to Bakers Pond
Summer:
$3,900 - $4,800/wk
$19,000 - $19,200/mo
Off Season:
$4,490/wk
Orleans
ID 39124
3 BR
3 baths
Sleeps 8
Beautifully Renovated Home Near Pleasant Bay
Beautifully Renovated Home Near Pleasant Bay
Distance to beach: 0.6 mi to Little Pleasant Bay Beach and Pleasant Bay
Summer:
$4,125/wk
Orleans
ID 39421
3 BR
2 ½ baths
Sleeps 8
005-OD Brand New in Nauset Heights! 
005-OD Brand New in Nauset Heights! 
Distance to beach: 0.2 Nauset Beach
Summer:
$461 - $864/night
$6,120 - $7,200/wk
Off Season:
$519 - $922/night
$3,240 - $5,760/wk
1
East Orleans
ID 22892
Summer:
$5,500/wk
Orleans
ID 26296
Summer:
$2,800 - $3,000/wk
Off Season:
$3,000/wk
Orleans, Massachusetts
ID 37751
2 BR
3 baths
Sleeps 8
SWEET 2 bedroom or 3rd to convert, walk to beach!
SWEET 2 bedroom or 3rd to convert, walk to beach!
Distance to beach: 4/10 mile Rock Harbor and 8/10 mile Skaket Beach
1 review read review
Summer:
$2,300 - $3,600/wk
$8,000 - $9,000/mo
Off Season:
$3,000/wk
$4,000 - $8,000/mo
4
South Orleans
ID 26394
2 BR
1 ½ bath
Sleeps 8
Sunny, Private Town-home
Sunny, Private Town-home
Distance to beach: 3/4 mile to Little Pleasant Bay Beach and 3 miles to Nauset Beach
23 reviews read reviews
Summer:
$1,500 - $2,000/wk
Off Season:
$150 - $250/night
$1,000 - $1,250/wk
6

Orleans vacation rentals that sleep 7

Orleans
ID 37738
4 BR
1 ½ bath
Sleeps 7
The Salty Sweet Cottage
The Salty Sweet Cottage
Distance to beach: 4.3 miles Nauset Beach and .8 mile Skaket Beach
11 reviews read reviews
Summer:
$3,200 - $3,300/wk
Off Season:
$400 - $450/night
$2,700 - $3,150/wk
6
South Orleans
ID 7600
Summer:
$3,500/wk
Off Season:
$3,500/wk
East Orleans
ID 11853
3 BR
2 baths
Sleeps 7
East Orleans Home
East Orleans Home
Distance to beach: about 1.25 miles to Nauset Beach
6 reviews read reviews
Summer:
$1,200 - $2,000/wk
Off Season:
$1,500/wk
5
9 Pond Road, Orleans
ID 14519
3 BR
1 bath
Sleeps 7
Now Booking October 2024. Flex stays Beginning 9/25/2024
Now Booking October 2024. Flex stays Beginning 9/25/2024
Distance to beach: Access Crystal Lake at end of our path Crystal Lake
22 reviews read reviews
Summer:
$2,500 - $3,000/wk
Off Season:
$2,200 - $3,000/wk
8
Orleans
ID 14560
3 BR
1 ½ bath
Sleeps 7
Colorful, Quiet and Convenient with A/C
Colorful, Quiet and Convenient with A/C
Distance to beach: 2 miles Skaket Beach and 2 miles Nauset Beach
15 reviews read reviews
OWNER SPECIAL:
$100.00 rebate for 8/24 to 8/31 (New price: $2000.00) and for 8/31 to 9/07 (New price: $1920.00) .
Summer:
$2,100 - $2,200/wk
Off Season:
$1,995 - $2,020/wk
6
Orleans
ID 27952
3 BR
2 baths
Sleeps 7
Skaket Beach at its Best--Central AC--Walk to the Beach
Skaket Beach at its Best--Central AC--Walk to the Beach
Distance to beach: 4/10 of a mile to Skaket Beach
16 reviews read reviews
Summer:
$3,000 - $3,250/wk
Off Season:
$2,000 - $2,600/wk
3
East Orleans
ID 34264
3 BR
2 baths
Sleeps 7
Nauset Escape- Close to the Ocean- Quiet and Secluded
Nauset Escape- Close to the Ocean- Quiet and Secluded
Distance to beach: 4. mi to Skaket Beach and 1. mi to Nauset Beach
12 reviews read reviews
Summer:
$3,500/wk
Off Season:
$3,000 - $3,500/wk
Orleans
ID 33660
Summer:
$4,200/wk
Off Season:
$2,400 - $4,200/wk
2
East Orleans
ID 37425
3 BR
2 ½ baths
Sleeps 7
East Orleans Aerie Between 2 Ocean Beaches! Dogs welcome!
East Orleans Aerie Between 2 Ocean Beaches! Dogs welcome!
Distance to beach: 6/10 mi to Harbor Cove and 2.8 mi to Nauset Beach
6 reviews read reviews
Summer:
$550 - $750/night
$3,850 - $5,250/wk
Off Season:
$498 - $620/night
$3,000 - $5,250/wk
4
Orleans
ID 20336
3 BR
1 ½ bath
Sleeps 7
Waterfront ''Coveside Oasis'',Spectacular Sunset Views!
Waterfront ''Coveside Oasis'',Spectacular Sunset Views!
Distance to beach: Approx. 2 miles to Nauset Beach
26 reviews read reviews
Summer:
$2,900 - $3,950/wk
Off Season:
$2,700 - $2,900/wk
6
South Orleans
ID 12283
2 BR
2 baths
Sleeps 7
Spacious cottage near Pleasant Bay with new outdoor sauna
Spacious cottage near Pleasant Bay with new outdoor sauna
Distance to beach: 5 miles Skaket Beach and 5 miles Nauset Beach
14 reviews read reviews
Summer:
$1,800 - $2,000/wk
Off Season:
$1,200 - $2,000/wk
3

Orleans vacation rentals that sleep 6

Orleans
ID 25612
4 BR
2 baths
Sleeps 6
Lovely Orleans home close to town and beaches!
Lovely Orleans home close to town and beaches!
Distance to beach: 2 miles to Rock Harbor, 3 miles to Nauset
3 reviews read reviews
Summer:
$2,100 - $2,625/wk
Off Season:
$300 - $375/night
$2,100/wk
3
East Orleans
ID 30951
4 BR
3 baths
Sleeps 6
Private fun house between Nauset and Skaket beaches
Private fun house between Nauset and Skaket beaches
Distance to beach: 2.5 miles Nauset Beach and 2.5 miles Skaket Beach
15 reviews read reviews
Summer:
$2,100/wk
Off Season:
$1,400 - $2,100/wk
2
South Orleans
ID 4322
3 BR
1 bath
Sleeps 6
Restful Haven on a Salt Marsh and Pleasant Bay
Restful Haven on a Salt Marsh and Pleasant Bay
Distance to beach: 3 miles to Nauset Beach
5 reviews read reviews
Summer:
$1,700/wk
Off Season:
$1,100/wk
East Orleans
ID 5335
3 BR
1 bath
Sleeps 6
Sunny Cottage near Nauset Beach
Sunny Cottage near Nauset Beach
Distance to beach: 1.5 Miles to Nauset Beach
Summer:
$2,200/wk
Off Season:
$1,800 - $1,900/wk
Orleans
ID 21048
3 BR
2 baths
Sleeps 6
Classic Cape cottage, half mile from Skaket beach
Classic Cape cottage, half mile from Skaket beach
Distance to beach: 1/2 mile to Skaket Beach
9 reviews read reviews
Summer:
$2,000/wk
Off Season:
$275 - $325/night
$1,850/wk
2
East Orleans
ID 27066
3 BR
1 ½ bath
Sleeps 6
Serenity: Recent addition to cottage near Nauset Beach
Serenity: Recent addition to cottage near Nauset Beach
Distance to beach: 1.5 miles to Nauset Beach
16 reviews read reviews
Summer:
$1,800 - $2,000/wk
Off Season:
$1,500 - $1,800/wk
4
Orleans
ID 28026
3 BR
1 ½ bath
Sleeps 6
Charming Seaside Cottage near Skaket Beach
Charming Seaside Cottage near Skaket Beach
Distance to beach: less than 1/10 mile to Skaket Beach
9 reviews read reviews
Summer:
$2,500/wk
6
East Orleans
ID 28852
3 BR
2 baths
Sleeps 6
Charming Restored Cottage: The Summer House in East Orleans
Charming Restored Cottage: The Summer House in East Orleans
Distance to beach: 2 miles to Nauset Beach and 3 miles to Skaket Beach
69 reviews read reviews
LAST MINUTE ALERT 8/3 - 8/10
OWNER SPECIAL:
Last minute special rates available.
Summer:
$2,450 - $2,950/wk
Off Season:
$325 - $495/night
$1,950 - $2,450/wk
2
East Orleans
ID 24693
3 BR
1 ½ bath
Sleeps 6
Sunfish Lodge - Panoramic Water View, Classic Cape
Sunfish Lodge - Panoramic Water View, Classic Cape
Distance to beach: Short Walk to Nauset Beach
4 reviews read reviews
Summer:
$2,250 - $5,600/wk
Orleans
ID 26865
Summer:
$1,250 - $3,250/wk
Off Season:
$750 - $1,750/wk
6
Orleans
ID 26165
3 BR
2 baths
Sleeps 6
Dogwood - Dog Friendly 3 Bedroom Near Water and Beaches
Dogwood - Dog Friendly 3 Bedroom Near Water and Beaches
Distance to beach: 3 mi Nauset Beach and 5 minute drive to world-renowned Nauset Beach
2 reviews read reviews
Summer:
$1,800 - $3,900/wk
Off Season:
$1,100 - $2,100/wk
East Orleans
ID 31054
3 BR
2 baths
Sleeps 6
Fabulous home...Mint condition...Village location!
Fabulous home...Mint condition...Village location!
Distance to beach: 1.5 miles to Nauset Beach
4 reviews read reviews
Summer:
$3,750/wk
Off Season:
$3,000 - $3,750/wk
3
Orleans
ID 25470
3 BR
1 ½ bath
Sleeps 6
Plover's Watch - Panoramic Water View of Nauset Beach
Plover's Watch - Panoramic Water View of Nauset Beach
Distance to beach: Priscilla Beach - 20 yards, Nauset Beach 200 yards
1 review read review
Summer:
$2,650 - $4,800/wk
Orleans
ID 31394
Summer:
$2,550 - $3,850/wk
Off Season:
$850 - $2,050/wk
East Orleans
ID 32809
3 BR
2 baths
Sleeps 6
Peaceful Contemporary - On Private Wooded Lot
Peaceful Contemporary - On Private Wooded Lot
Distance to beach: 1.5 Miles to Nauset Beach and .4 miles to Meeting House Pond
3 reviews read reviews
OWNER SPECIAL:
32809 Owner offering a $200 per week reduction special for balnce of season.
Summer:
$2,500 - $2,700/wk
$7,500/mo
Off Season:
$253 - $2,500/wk
$7,500/mo
2
Orleans
ID 31975
3 BR
1 bath
Sleeps 6
Water Views, Great Location, A/C, Pet Friendly!
Water Views, Great Location, A/C, Pet Friendly!
Distance to beach: 2 miles Nauset Beach
1 review read review
Summer:
$2,450 - $2,975/wk
Off Season:
$1,750 - $2,800/wk
Orleans
ID 34210
3 BR
2 ½ baths
Sleeps 6
Beautiful, sunny, newly decorated paradise on sparkling pond
Beautiful, sunny, newly decorated paradise on sparkling pond
Distance to beach: 3 mi to Nauset Beach and 1.4 mi to Skaket Beach
17 reviews read reviews
Summer:
$3,500 - $3,800/wk
Off Season:
$2,400 - $3,200/wk
Orleans
ID 29698
3 BR
2 baths
Sleeps 6
Orleans: Mayflower Point with Central AC (ASP-1166)
Orleans: Mayflower Point with Central AC (ASP-1166)
Distance to beach: ON Mayflower Point; 1/2 mile to Pilgrim Lake beach
Summer:
$2,200 - $2,800/wk
Off Season:
$1,900/wk
Orleans
ID 34184
3 BR
2 baths
Sleeps 6
Walk to private beach and relax in open & updated cottage
Walk to private beach and relax in open & updated cottage
Distance to beach: 4/10 mile Skaket Beach and Private bay beach
14 reviews read reviews
Summer:
$3,400 - $3,550/wk
4
Orleans
ID 35950
3 BR
3 baths
Sleeps 6
Pleasant Bay with Private Beach Use
Pleasant Bay with Private Beach Use
Distance to beach: 3/10 mi to Little Pleasant Bay Beach
13 reviews read reviews
Summer:
$4,900 - $10,000/wk
$30,000/mo
Off Season:
$1,000 - $1,420/night
$4,550 - $5,600/wk
$20,000 - $30,000/mo
6
Orleans
ID 34930
3 BR
1 bath
Sleeps 6
Skaket Beach!
Skaket Beach!
Distance to beach: 0.2 mi to Skaket Beach
Summer:
$2,350/wk
Off Season:
$2,350/wk
East Orleans
ID 36644
3 BR
2 baths
Sleeps 6
Parson's Cottage
Parson's Cottage
Distance to beach: 1.5 mi to Nauset Beach and 1.3 mi to Crystal Lake
1 review read review
Summer:
$2,950 - $3,550/wk
Off Season:
$475/night
$2,350 - $2,750/wk
4
Orleans
ID 31924
3 BR
1 bath
Sleeps 6
Skaket Beach Duplex with Central A/C (ASP-428)
Skaket Beach Duplex with Central A/C (ASP-428)
Distance to beach: 2/10 mile to Skaket Beach
Summer:
$1,900/wk
East Orleans
ID 31818
3 BR
2 baths
Sleeps 6
Pochet Association! 2/10 mile to Nauset Beach WR#129929
Pochet Association! 2/10 mile to Nauset Beach WR#129929
Distance to beach: 2/10 mile to Pochet Association beach (Nauset)
2 reviews read reviews
Summer:
$3,000 - $3,500/wk
Off Season:
$2,500 - $3,000/wk
Orleans
ID 37090
3 BR
1 bath
Sleeps 6
Family/Pet Friendly Centrally Located/Walk to Eldredge Park
Family/Pet Friendly Centrally Located/Walk to Eldredge Park
Distance to beach: 3.2 Nauset Beach and 1.6 mi to Skaket Beach
1 review read review
Summer:
$2,200 - $2,300/wk
5
Orleans
ID 38924
3 BR
2 ½ baths
Sleeps 6
Private Retreat for Families Yet Near Everything in Orleans!
Private Retreat for Families Yet Near Everything in Orleans!
Distance to beach: 2.0 mi to Nauset Beach and 2.5 mi to Skaket Beach
Summer:
$3,950 - $4,500/wk
$18,000/mo
2
East Orleans
ID 39141
3 BR
1 bath
Sleeps 6
Cape Cottage with Nauset Beach and Mill Pond Access
Cape Cottage with Nauset Beach and Mill Pond Access
Distance to beach: 0.9 mi to Nauset Beach and .1 tenth of a mile from Priscilla Beach
Summer:
$1,695 - $2,075/wk
Off Season:
$1,695/wk
Orleans
ID 39188
3 BR
2 baths
Sleeps 6
Sweeping Salt Water Views and a Mosaic of Natural Beauty
Sweeping Salt Water Views and a Mosaic of Natural Beauty
Distance to beach: .3 mi to Nauset Beach and Priscilla & Association Beach
Summer:
$4,291 - $4,900/wk
Off Season:
$2,800 - $4,291/wk
East Orleans
ID 39187
3 BR
2 ½ baths
Sleeps 6
Spacious Home Near Nauset Beach/Walk to Saltwater Pond
Spacious Home Near Nauset Beach/Walk to Saltwater Pond
Distance to beach: 4.2 mi to Skaket Beach and 2.3 mi to Pochet Association at Nauset Beach
Summer:
$407/night
$2,500 - $2,850/wk
$11,400/mo
Off Season:
$357/night
$2,000 - $2,500/wk
Orleans
ID 39244
3 BR
2 baths
Sleeps 6
063-O Exquisite New Renovation in Orleans
063-O Exquisite New Renovation in Orleans
Distance to beach: 1.5 mi to Crystal Lake and 4.6 mile to Nauset Beach
Summer:
$3,060 - $3,400/wk
Off Season:
$272 - $436/night
$1,700 - $2,720/wk
Orleans
ID 39305
East Orleans
ID 9019
3 BR
2 baths
Sleeps 6
Barley Neck, Walk to Pond, Dogs Considered
Barley Neck, Walk to Pond, Dogs Considered
Distance to beach: 3 miles to Nauset Beach and 5 miles to Skaket Beach
9 reviews read reviews
Summer:
$2,000 - $3,000/wk
Off Season:
$2,100/wk
2
East Orleans - Nauset Heights
ID 13418
3 BR
1 bath
Sleeps 6
Comfortable Cottage in Exclusive Nauset Heights
Comfortable Cottage in Exclusive Nauset Heights
Distance to beach: 10 Min Walk to North End of Nauset Beach and 5 Minute walk to Priscilla Landing
13 reviews read reviews
Summer:
$2,627 - $3,374/wk
Off Season:
$1,567 - $2,337/wk
Orleans
ID 34682
3 BR
2 baths
Sleeps 6
Beautiful Fall Getaway take Walks on the Beach and Trails
Beautiful Fall Getaway take Walks on the Beach and Trails
Distance to beach: 7 minute drive Nauset Beach and 7 min drive Skaket Beach
9 reviews read reviews
Summer:
$3,600 - $3,900/wk
Off Season:
$3,500 - $3,800/wk
4
E. Orleans - Tonset Area
ID 34839
3 BR
2 baths
Sleeps 6
East Orleans - Close to Asa's Landing (1/2 mile)
East Orleans - Close to Asa's Landing (1/2 mile)
Distance to beach: 2.6 mi to Nauset Beach and 4 mi to Skaket Beach
6 reviews read reviews
Summer:
$3,200 - $3,500/wk
$15,000/mo
Off Season:
$1,000 - $3,500/wk
$2,800 - $9,000/mo
Orleans
ID 35278
3 BR
1 ½ bath
Sleeps 6
Skaket Beach Getaway - Sea Breeze
Skaket Beach Getaway - Sea Breeze
Distance to beach: 2/10 mi to Skaket Beach
1 review read review
Summer:
$3,500/wk
Off Season:
$450/night
$3,000/wk
3
East Orleans
ID 25415
3 BR
2 baths
Sleeps 6
Contemporary home with AC near Nauset Beach
Contemporary home with AC near Nauset Beach
Distance to beach: 1 mile to Nauset Beach
2 reviews read reviews
Summer:
$2,950/wk
$11,800/mo
Off Season:
$2,300/wk
$9,200/mo
Nauset Heights
ID 37565
3 BR
1 bath
Sleeps 6
Quintessential Cape Cottage in Nauset Heights
Quintessential Cape Cottage in Nauset Heights
Distance to beach: 1/4 mi to Nauset Beach and 2/10 mi Private North Nauset Beach
1 review read review
Summer:
$700/wk
Off Season:
$199 - $249/night
$995 - $1,450/wk
5
Orleans
ID 9196
2 BR
1 bath
Sleeps 6
Skaket Beach Waterfront Condominium with own private beach
Skaket Beach Waterfront Condominium with own private beach
Distance to beach: 200 ft to Skaket Beach
18 reviews read reviews
LAST MINUTE ALERT 8/24 - 8/31
OWNER SPECIAL:
Beautiful Beachfront Property.
Summer:
$3,950/wk
Off Season:
$450/night
$2,950/wk
East Orleans, Barley Neck Rd o
ID 9996
2 BR
1 bath
Sleeps 6
East Orleans Old Cape Vacation Cottage
East Orleans Old Cape Vacation Cottage
Distance to beach: 2.5 miles Nauset Beach
Summer:
$372 - $450/night
$2,300 - $2,600/wk
$10,400/mo
Off Season:
$325 - $375/night
$2,300/wk
$2,600 - $9,200/mo
Orleans
ID 23532
2 BR
1 ½ bath
Sleeps 6
Crystal Haven - 2 Bedroom Lakefront Condo
Crystal Haven - 2 Bedroom Lakefront Condo
Distance to beach: 1 1/2 miles to Skaket Beach and Approximately 3 miles to Nauset Beach
7 reviews read reviews
Summer:
$2,500/wk
Off Season:
$1,000 - $2,500/wk
5
Orleans
ID 29727
2 BR
1 bath
Sleeps 6
Charming Year-Round Cottage Near Rock Harbor
Charming Year-Round Cottage Near Rock Harbor
Distance to beach: 3/10 mile to Rock Harbor Beach
7 reviews read reviews
Summer:
$1,400 - $1,800/wk
$6,400/mo
Off Season:
$1,400 - $1,800/wk
$5,600 - $6,500/mo
Orleans
ID 36890
2 BR
1 ½ bath
Sleeps 6
Lakefront Retreat w/ Deck, Dock, Sandy Beach, 4 watercraft
Lakefront Retreat w/ Deck, Dock, Sandy Beach, 4 watercraft
Distance to beach: 2.9 mi Nauset Beach and On Crystal Lake
10 reviews read reviews
Summer:
$2,800 - $3,675/wk
Off Season:
$1,000 - $3,150/wk
9
Orleans
ID 37647
2 BR
2 baths
Sleeps 6
Cape Cod The Way It Used To Be!
Cape Cod The Way It Used To Be!
Distance to beach: 4/10ths of a mile to Rock Harbor and 1.4 miles Skaket Beach
Summer:
$2,800 - $3,000/wk
Off Season:
$2,500 - $3,000/wk
5
Orleans
ID 27464
Summer:
$2,600/wk
Off Season:
$2,600/wk
3

Orleans vacation rentals that sleep 5

E Orleans / Orleans Village
ID 29511
3 BR
2 baths
Sleeps 5
3-bed, 2-bath; Nauset Beach; Pleasant Bay
3-bed, 2-bath; Nauset Beach; Pleasant Bay
Distance to beach: 2-miles Nauset Beach and Skaket Beach (4-miles) and Pleasant Bay (0.4-miles
1 review read review
Summer:
$1,200 - $2,100/wk
Off Season:
$300/night
$900/wk
4
Orleans
ID 25978
2 BR
2 baths
Sleeps 5
Easy Living in East Orleans for 2024
Easy Living in East Orleans for 2024
Distance to beach: 2.5 miles Nauset Beach and 2.5 miles Skaket Beach
37 reviews read reviews
Summer:
$2,000 - $2,500/wk
Off Season:
$1,700 - $1,800/wk
4
Orleans
ID 27515
2 BR
1 bath
Sleeps 5
Mimi's House: 2 Bedroom Home w/a Firepit & Central AC
Mimi's House: 2 Bedroom Home w/a Firepit & Central AC
Distance to beach: 2 miles Nauset Beach and 2.5 miles to Nauset and Skaket Beaches
4 reviews read reviews
Summer:
$2,400/wk
$9,000 - $9,500/mo
Off Season:
$200/night
$1,300 - $2,500/wk
$3,500 - $8,500/mo
East Orleans
ID 28481
2 BR
1 bath
Sleeps 5
Fish, Swim, Kayak (supplied) in safe, clean pond.
Fish, Swim, Kayak (supplied) in safe, clean pond.
Distance to beach: 1.4 miles to Nauset Beach (National Seashore)
32 reviews read reviews
Summer:
$2,100 - $2,200/wk
$6,500 - $7,000/mo
Off Season:
$1,700 - $2,100/wk
$6,500 - $7,500/mo
Orleans
ID 31244
2 BR
1 bath
Sleeps 5
Welcome to our Orleans Escape!
Welcome to our Orleans Escape!
Distance to beach: 2 miles Nauset Beach and 2 miles Skaket Beach
20 reviews read reviews
Summer:
$1,700 - $1,800/wk
Off Season:
$187 - $225/night
$1,500 - $2,200/wk
2
Orleans
ID 32993
2 BR
1 bath
Sleeps 5
Skaket Beach House
Skaket Beach House
Distance to beach: 4/10 mile to Skaket Beach and 4.5 miles to Nauset Beach
23 reviews read reviews
Summer:
$2,600 - $2,800/wk
Off Season:
$2,000 - $2,600/wk
3
Orleans
ID 35270
2 BR
2 baths
Sleeps 5
Newer 2 BR near Nauset with custom features.
Newer 2 BR near Nauset with custom features.
Distance to beach: 1.0 mi to Nauset Beach and 2.0 mi to Skaket Beach
7 reviews read reviews
Summer:
$2,100 - $2,600/wk
Off Season:
$2,000 - $2,100/wk
7

Orleans vacation rentals that sleep 4

Orleans
ID 18880
2 BR
1 bath
Sleeps 4
Waterfront cottage on Boland Pond
Waterfront cottage on Boland Pond
Distance to beach: 2 mi to Skaket (bay) Beach;3 mi to Nauset Beach
20 reviews read reviews
Summer:
$1,400 - $1,800/wk
Off Season:
$1,800/wk
2
Pleasant Bay South Orleans
ID 25897
2 BR
1 bath
Sleeps 4
Topside Boathouse - Swim and Fish off the Deck !
Topside Boathouse - Swim and Fish off the Deck !
Distance to beach: Swim off the deck or walk 1/8 mile to town beach.
33 reviews read reviews
Summer:
$458 - $763/night
$2,900 - $4,000/wk
$15,000 - $23,000/mo
Off Season:
$3,000 - $4,000/wk
$3,000 - $17,000/mo
2
Orleans
ID 17333
2 BR
1 bath
Sleeps 4
STUNNING Cottage Retreat 1/2 mile to TONSET Harbor Beach!
STUNNING Cottage Retreat 1/2 mile to TONSET Harbor Beach!
Distance to beach: .5 mi. to Nauset Harbor; 3 mi. to Ocean or Bay
4 reviews read reviews
Summer:
$2,000/wk
$6,000/mo
Off Season:
$1,800 - $2,000/wk
$5,000 - $5,500/mo
East Orleans
ID 28618
2 BR
1 bath
Sleeps 4
Cute Cape Cottage
Cute Cape Cottage
Distance to beach: 2 miles Nauset Beach and 5 min walk to Meeting House Pond
2 reviews read reviews
Summer:
$1,600 - $1,950/wk
Off Season:
$185 - $260/night
$800 - $1,495/wk
$1,950 - $2,200/mo
4
Orleans
ID 28103
Summer:
$1,750 - $2,000/wk
Off Season:
$1,300 - $2,000/wk
6
Orleans Walk to Town
ID 31520
2 BR
1 bath
Sleeps 4
Dog Friendly, In-town Orleans house with view of Boland Pond
Dog Friendly, In-town Orleans house with view of Boland Pond
Distance to beach: 2 mi. to Skaket Beach and 3 mi. to Nauset Beach
29 reviews read reviews
Summer:
$1,900 - $2,550/wk
Off Season:
$1,900/wk
Orleans
ID 29710
2 BR
1 bath
Sleeps 4
Orleans: Waterfront cottage at Mayflower Point (ASP-1210)
Orleans: Waterfront cottage at Mayflower Point (ASP-1210)
Distance to beach: 1/2 mile to Assn beach on Pilgrim Lake
1 review read review
Summer:
$1,650 - $1,850/wk
Off Season:
$1,450 - $1,650/wk
Orleans
ID 35775
Summer:
$2,150 - $3,200/wk
Off Season:
$1,950 - $2,100/wk
East Orleans
ID 35747
2 BR
1 bath
Sleeps 4
Cottage - East Orleans 2bd/1bath
Cottage - East Orleans 2bd/1bath
Distance to beach: 2.7 mi to Nauset Beach
OWNER SPECIAL:
July 2024 discounted from $2,200 now $1,900!!!
Summer:
$1,900 - $2,000/wk
Off Season:
$1,900/wk
Orleans
ID 38839
2 BR
1 bath
Sleeps 4
Perfect Cape Cottage Close to Nauset Ocean and Village :
Perfect Cape Cottage Close to Nauset Ocean and Village :
Distance to beach: 1/2 mi Meeting House Pond; 1 mi to Nauset
Summer:
$1,500 - $2,200/wk
Off Season:
$1,800 - $2,200/wk
$6,000 - $7,000/mo
Orleans
ID 38958
2 BR
1 bath
Sleeps 4
Ellerslie Cottage/Walk to Private Association Beach
Ellerslie Cottage/Walk to Private Association Beach
Distance to beach: 1/2 mi to East Egg Association Beach
2 reviews read reviews
Summer:
$250 - $300/night
$1,500 - $1,750/wk
Off Season:
$200 - $250/night
$1,500 - $1,750/wk
2
Orleans
ID 38701
Summer:
$1,750/wk
Off Season:
$200/night
$1,260 - $1,400/wk

Orleans vacation rentals that sleep 2

East Orleans on the cove
ID 7116
Summer:
$600 - $900/wk
Off Season:
$150/night
$700 - $850/wk
South Orleans
ID 20417
1 BR
1 bath
Sleeps 2
Newly Built Guesthouse with Private Association Beach
Newly Built Guesthouse with Private Association Beach
Distance to beach: 1/10 mile to Private Assoc.Beach on Pleasant Bay
182 reviews read reviews
Summer:
$1,900 - $2,100/wk
Off Season:
$225 - $350/night
$1,300 - $2,000/wk
5
East Orleans
ID 19245
1 BR
1 bath
Sleeps 2
Cape Cod Escape for 2!!
Cape Cod Escape for 2!!
Distance to beach: Walk to Meeting House Pond. 5 min drive to Nause
12 reviews read reviews
Summer:
$900/wk
$2,700/mo
Off Season:
$800 - $900/wk
$2,500 - $2,700/mo
2
East Orleans
ID 25650
1 BR
1 bath
Sleeps 2
Adorable Updated Cottage, walk to Nauset beach
Adorable Updated Cottage, walk to Nauset beach
Distance to beach: 1/3 mile from Nauset Beach
12 reviews read reviews
Summer:
$1,050 - $1,495/wk
Off Season:
$150/night
$1,050 - $1,195/wk
4
Orleans
ID 29120
1 BR
1 bath
Sleeps 2
Waterfront Modern Air Conditioned Cottage on Pleasant Bay
Waterfront Modern Air Conditioned Cottage on Pleasant Bay
Distance to beach: 4 miles to Nauset; 3 miles to Skaket
44 reviews read reviews
Summer:
$1,500 - $1,650/wk
Off Season:
$1,300/wk
6
Orleans
ID 39116
1 BR
1 bath
Sleeps 2
Charming Cottage Retreat/Walk to Rock Harbor/Fire Pit
Charming Cottage Retreat/Walk to Rock Harbor/Fire Pit
Distance to beach: 1/2 mi to Rock Harbor and 2.2 mi to Skaket Beach
Summer:
$950 - $1,050/wk
$3,200 - $3,400/mo
Off Season:
$950/wk
$3,000 - $3,200/mo