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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.

151 Vacation Properties in Orleans

Orleans vacation rentals that sleep 21

Orleans
ID 22373
7 BR
4 baths
Sleeps 21
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
14 reviews read reviews
Summer:
$13,895/wk
Off Season:
$1,145/night
$6,895 - $13,895/wk

Orleans vacation rentals that sleep 19

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
22 reviews read reviews
Summer:
$22,000 - $23,000/wk
Off Season:
$2,000 - $2,500/night
$14,000 - $20,000/wk

Orleans vacation rentals that sleep 16

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:
Book Now and experience Cape Cod at this luxurious estate in 2022.
Summer:
$16,990 - $23,990/wk
Off Season:
$8,990 - $15,750/wk

Orleans vacation rentals that sleep 14

Orleans
ID 21276
6 BR
6 ½ baths
Sleeps 14
Pleasant Bay Property with 6 bedrooms, 6.5 baths
Pleasant Bay Property with 6 bedrooms, 6.5 baths
Distance to beach: 200' walk to Little Pleasant Bay Beach
3 reviews read reviews
Summer:
$11,000/wk
Off Season:
$6,500 - $11,000/wk
Orleans
ID 35149
5 BR
4 ½ baths
Sleeps 14
Magnificent Orleans Estate w/Pool, Tennis, Dock & Beach
Magnificent Orleans Estate w/Pool, Tennis, Dock & Beach
Distance to beach: 0.6 mi to Quanset Harbor Club Beach
OWNER SPECIAL:
Rates shown include recent rate reductions up to 20% for September and beyond!
Off Season:
$6,750 - $13,800/wk

Orleans vacation rentals that sleep 12

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
1 review read review
Summer:
$9,700 - $12,000/wk
Off Season:
$3,500 - $7,675/wk
$1,000 - $10,000/mo
Orleans
ID 30564
Off Season:
$2,196 - $2,210/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:
$11,000/wk
Off Season:
$1,000 - $1,400/night
$5,000 - $10,000/wk
Orleans
ID 29389
5 BR
2 ½ baths
Sleeps 12
Sunny, Charming, 5 BR, Kid-Friendly, Updated Farmhouse w/AC
Sunny, Charming, 5 BR, Kid-Friendly, Updated Farmhouse w/AC
Distance to beach: 3.4mi Skaket Beach and 3.7mi Nauset Beach
4 reviews read reviews
Summer:
$5,000/wk
Off Season:
$350 - $715/night
$2,000 - $5,000/wk
$3,000 - $3,500/mo
East Orleans
ID 32168
5 BR
2 ½ baths
Sleeps 12
''Saltaire'' A Stunning Private Property W/Resort Amenities
''Saltaire'' A Stunning Private Property W/Resort Amenities
Distance to beach: 2 miles Nauset Beach and Nauset Inlet w/ sandy beach at end of road.
18 reviews read reviews
Summer:
$13,000/wk
Off Season:
$4,000 - $11,000/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 2/10 miles Robert'sCove/Mill Pond
13 reviews read reviews
Summer:
$13,000 - $15,000/wk
Off Season:
$7,000 - $11,000/wk
$14,000/mo
Nauset Heights near Nauset bea
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
9 reviews read reviews
Summer:
$5,200 - $6,500/wk
$26,000/mo
Off Season:
$250 - $5,600/wk
$2,500 - $14,000/mo
Orleans
ID 34668
4 BR
3 ½ baths
Sleeps 12
34668 - Harbor View House
34668 - Harbor View House
Distance to beach: Just steps away from Mill Pond - Dock access
Summer:
$9,666 - $12,266/wk
Off Season:
$4,510 - $9,266/wk

Orleans vacation rentals that sleep 11

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
2 reviews read reviews
Summer:
$4,800/wk
Off Season:
$3,700 - $4,800/wk
Orleans
ID 34751
5 BR
3 baths
Sleeps 11
New Listing - Orleans Waterfront 5 BR w/AC & Endless Views!
New Listing - Orleans Waterfront 5 BR w/AC & Endless Views!
Distance to beach: 3.6 mi to Nauset Beach and 4/10 mi to Pilgrim Lake
1 review read review
Summer:
$6,950/wk
Off Season:
$6,950/wk

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
10 reviews read reviews
Summer:
$4,500 - $4,600/wk
Off Season:
$3,900 - $4,500/wk
Orleans
ID 19102
Summer:
$7,000 - $7,700/wk
Off Season:
$900/night
$3,500 - $7,000/wk
Orleans
ID 8702
5 BR
5 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: 2 miles to Nauset Beach, 2 miles to CC Bay
2 reviews read reviews
Summer:
$6,500/wk
Off Season:
$6,000/wk
Orleans
ID 24142
Summer:
$4,000 - $4,400/wk
Off Season:
$3,500 - $4,000/wk
Orleans
ID 26166
5 BR
3 ½ baths
Sleeps 10
Walk to Crystal Lake; Private tennis court; Basket Ball Hoop
Walk to Crystal Lake; Private tennis court; Basket Ball Hoop
Distance to beach: 1.5 miles Skaket Beach and 1.5 miles Nauset Beach
9 reviews read reviews
Summer:
$4,300/wk
Off Season:
$400 - $410/night
$2,800 - $3,800/wk
Orleans
ID 25005
Summer:
$5,000 - $6,500/wk
Off Season:
$3,500 - $5,000/wk
East Orleans
ID 27545
Summer:
$4,533 - $5,833/wk
Off Season:
$2,200 - $4,933/wk
Orleans
ID 35073
5 BR
4 baths
Sleeps 10
Exciting Property w/AC & Heated Pool - Built for FUN!
Exciting Property w/AC & Heated Pool - Built for FUN!
Distance to beach: 4 mi to Skaket Beach and 2 mi to Nauset Beach
Off Season:
$850 - $1,000/night
$5,700 - $6,000/wk
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
20 reviews read reviews
Summer:
$3,300/wk
$11,000 - $13,000/mo
Off Season:
$2,700 - $3,300/wk
$10,000 - $13,000/mo
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
37 reviews read reviews
Summer:
$4,350 - $4,650/wk
Off Season:
$495 - $625/night
$3,150 - $4,450/wk
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 - $7,200/wk
Off Season:
$1,000 - $1,200/night
$2,500 - $6,500/wk
Orleans
ID 32188
4 BR
3 ½ baths
Sleeps 10
Extraordinarily Unique Contemporary Cape Home
Extraordinarily Unique Contemporary Cape Home
Distance to beach: ~ 2 miles to Skaket Beach and ~ 2 miles to Nauset Beach
12 reviews read reviews
Summer:
$5,000 - $6,000/wk
Off Season:
$450 - $650/night
$3,000 - $5,000/wk
Grandview
ID 31120
4 BR
3 ½ baths
Sleeps 10
Bright waterfront haven with AC and heavenly 100° views
Bright waterfront haven with AC and heavenly 100° views
Distance to beach: 8/10 mile to Nauset Beach and 100 ft to private assn mini-beach
26 reviews read reviews
Summer:
$5,500 - $6,600/wk
Off Season:
$300 - $850/night
$1,600 - $6,600/wk
Orleans
ID 33867
Summer:
$5,000 - $9,500/wk
Off Season:
$1,000/night
$4,000 - $5,000/wk
East Orleans
ID 9286
4 BR
3 baths
Sleeps 10
Beautiful Nauset Beach 4 Br Home, A/C, Wifi, Slp 12
Beautiful Nauset Beach 4 Br Home, A/C, Wifi, Slp 12
Distance to beach: Less than 1 Mile to Nauset Beach
5 reviews read reviews
Off Season:
$350 - $550/night
$1,800 - $3,400/wk
Orleans and Eastham Border
ID 29329
4 BR
4 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
East Orleans
ID 19116
Summer:
$2,695/wk
Off Season:
$1,000 - $2,500/wk
Orleans
ID 14509
Summer:
$3,500 - $4,000/wk
Off Season:
$3,250/wk
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
14 reviews read reviews
Summer:
$4,800/wk
Off Season:
$300 - $600/night
$2,100 - $4,200/wk
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
Off Season:
$2,266 - $3,366/wk
Orleans
ID 34486
Summer:
$6,800/wk
Off Season:
$4,500 - $6,800/wk
Orleans
ID 34567
Summer:
$5,066 - $5,966/wk
Off Season:
$200 - $600/night
$1,666 - $4,266/wk
Orleans
ID 33222
3 BR
3 ½ baths
Sleeps 10
Rachel's Cove - East Orleans Waterfront w/ Central AC, Kayak
Rachel's Cove - East Orleans Waterfront w/ Central AC, Kayak
Distance to beach: 1/2 mile to Snow Point Association Beach
3 reviews read reviews
Off Season:
$2,170 - $2,670/wk
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
3 reviews read reviews
Summer:
$2,400 - $2,600/wk
$10,400/mo
Off Season:
$250 - $330/night
$2,000 - $2,400/wk
$2,000 - $9,800/mo

Orleans vacation rentals that sleep 9

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
Summer:
$3,850/wk
Off Season:
$3,150/wk
Orleans
ID 34495
4 BR
2 ½ baths
Sleeps 9
Peaceful Family Retreat - Tonset Area
Peaceful Family Retreat - Tonset Area
Distance to beach: 2.5 mi to Nauset Beach
7 reviews read reviews
Summer:
$5,000 - $5,300/wk
Off Season:
$3,500 - $4,000/wk

Orleans vacation rentals that sleep 8

East Orleans
ID 5279
5 BR
2 ½ baths
Sleeps 8
Secluded old world charm on Little Pleasant Bay
Secluded old world charm on Little Pleasant Bay
Distance to beach: Private beach on property, approximately 100 yards
3 reviews read reviews
Summer:
$4,250 - $4,500/wk
Off Season:
$3,500 - $4,000/wk
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 mile to private section of Nauset Beach (Nati
33 reviews read reviews
Summer:
$8,000/wk
Off Season:
$7,500/wk
Orleans
ID 3578
4 BR
2 baths
Sleeps 8
Quiet Hilltop House
Quiet Hilltop House
Distance to beach: One and 1/2 miles Nauset Beach and one and 1/2 miles Skaket Beach
Summer:
$1,600 - $1,800/wk
Off Season:
$214 - $228/night
$1,500 - $1,600/wk
East Orleans
ID 10363
Summer:
$3,600 - $3,650/wk
Off Season:
$3,500 - $3,600/wk
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:
$3,200/wk
$12,000/mo
Off Season:
$238 - $3,200/wk
$950 - $1,500/mo
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
29 reviews read reviews
Summer:
$2,700/wk
Off Season:
$350/night
$2,400/wk
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
16 reviews read reviews
Summer:
$2,795/wk
Off Season:
$2,095 - $2,795/wk
Orleans
ID 20528
Summer:
$4,200 - $4,550/wk
Off Season:
$400/night
$2,500 - $4,400/wk
Orleans
ID 25029
4 BR
2 baths
Sleeps 8
Summerfell - 350 Yards to Nauset Beach (Sleeps 8)
Summerfell - 350 Yards to Nauset Beach (Sleeps 8)
Distance to beach: 1/2 mile to Nauset Beach
4 reviews read reviews
Summer:
$4,433 - $5,433/wk
Off Season:
$2,070 - $3,733/wk
Orleans
ID 20809
4 BR
2 baths
Sleeps 8
Nauset Beach! Lovely Home with A/C in Nauset Heights
Nauset Beach! Lovely Home with A/C in Nauset Heights
Distance to beach: 3/10ths of a mile to Nauset Beach
2 reviews read reviews
Summer:
$3,800 - $4,100/wk
Off Season:
$300/night
$2,200 - $3,900/wk
East Orleans
ID 27623
Summer:
$3,000 - $3,200/wk
Off Season:
$175 - $350/night
$1,300 - $2,500/wk
$3,000 - $4,000/mo
East Orleans
ID 24693
Summer:
$4,266 - $5,366/wk
Off Season:
$2,140 - $3,966/wk
Orleans
ID 27441
4 BR
2 ½ baths
Sleeps 8
The Real Cape Cod -The beaches, restaurants, shops,boats
The Real Cape Cod -The beaches, restaurants, shops,boats
Distance to beach: 7/10 mile Nauset Beach and 3 miles Skaket Beach
3 reviews read reviews
Summer:
$3,100 - $3,200/wk
Off Season:
$2,900 - $3,200/wk
East Orleans
ID 24704
Off Season:
$250 - $600/night
$1,796 - $2,266/wk
East Orleans
ID 30951
4 BR
3 baths
Sleeps 8
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
11 reviews read reviews
Summer:
$190 - $1,900/wk
Off Season:
$1,200 - $1,900/wk
Orleans
ID 26994
4 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,
3 reviews read reviews
OWNER SPECIAL:
Fall Special.
Summer:
$10,000/wk
$1 - $10/mo
Off Season:
$999/night
$5,000 - $10,000/wk
$1 - $10,000/mo
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
11 reviews read reviews
Summer:
$4,800/wk
Off Season:
$475/night
$2,300 - $3,400/wk
East Orleans
ID 5445
4 BR
3 baths
Sleeps 8
Fantastic Family Vacation Home With Great Open Floor Plan
Fantastic Family Vacation Home With Great Open Floor Plan
Distance to beach: 2.5 miles Nauset Beach and Less than a short 200 yd wk to Nauset Inlet on Rob
8 reviews read reviews
Off Season:
$2,300 - $3,300/wk
East Orleans
ID 18455
Off Season:
$3,500/wk
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
3 reviews read reviews
Off Season:
$2,725 - $2,875/wk
Orleans
ID 33025
Off Season:
$1,500/wk
9 Pond Road, Orleans
ID 19124
3 BR
3 baths
Sleeps 8
Crystal Lake Tranquility - Escape to the Cape...
Crystal Lake Tranquility - Escape to the Cape...
Distance to beach: less than a mile Crystal Lake and 2 miles Nauset Beach
19 reviews read reviews
Summer:
$4,000/wk
Off Season:
$1,500 - $4,000/wk
$5,000 - $8,000/mo
Orleans
ID 18653
3 BR
3 baths
Sleeps 8
On the Cape Cod Rail Trail! Near Skaket Beach.
On the Cape Cod Rail Trail! Near Skaket Beach.
Distance to beach: 9/10 mi. to Skaket Beach and 4 mi. to Nauset Beach
16 reviews read reviews
Summer:
$1,900 - $2,300/wk
Off Season:
$280 - $300/night
$995 - $1,900/wk
Orleans
ID 24672
3 BR
2 ½ baths
Sleeps 8
Beautiful Split Level Ranch on Crystal Lake
Beautiful Split Level Ranch on Crystal Lake
Distance to beach: 1.5 miles away Nauset Beach and Sm beach on Crystal Lake in front, Skaket 1 mile
16 reviews read reviews
Summer:
$2,300/wk
Off Season:
$2,200/wk
East Orleans
ID 22892
Summer:
$5,000/wk
Off Season:
$2,400 - $4,000/wk
Orleans
ID 29818
3 BR
3 baths
Sleeps 8
Experience Cape Cod History
Experience Cape Cod History
Distance to beach: 1.4 miles to Sheeps Pond
Off Season:
$1,400 - $1,700/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
7 reviews read reviews
Summer:
$3,200 - $3,500/wk
Off Season:
$325 - $400/night
$1,800 - $3,200/wk
Orleans
ID 32875
3 BR
3 ½ baths
Sleeps 8
3 BR Contemporary on Little Pleasant Bay with Private Beach
3 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:
$3,800 - $4,750/wk
Off Season:
$2,500 - $4,750/wk
$3,500 - $13,000/mo
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
6 reviews read reviews
Summer:
$4,300 - $4,500/wk
$18,000/mo
Off Season:
$500 - $550/night
$3,100 - $4,500/wk
$5,500 - $17,000/mo
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
Off Season:
$2,700 - $2,900/wk
Orleans
ID 29805
3 BR
2 baths
Sleeps 8
Near Skaket Beach - Sleeps 8 - Central AC
Near Skaket Beach - Sleeps 8 - Central AC
Distance to beach: 3/4 mile to Skaket Beach and 4.9 miles to Nauset Beach
7 reviews read reviews
Summer:
$2,800 - $3,000/wk
Off Season:
$2,000 - $3,000/wk
Orleans
ID 34380
Summer:
$2,250/wk
Off Season:
$350/night
$1,500 - $1,750/wk
Orleans
ID 34879
Summer:
$13,800/wk
Off Season:
$1,000/night
$6,300 - $13,800/wk
Orleans
ID 31432
Off Season:
$1,596 - $1,966/wk
Orleans
ID 34662
3 BR
2 baths
Sleeps 8
Secluded Waterfront Estate (SUMMER 2022)
Secluded Waterfront Estate (SUMMER 2022)
Distance to beach: 1.9 mi to Nauset Beach
3 reviews read reviews
Summer:
$1,000 - $5,000/wk
$15,000 - $18,000/mo
Off Season:
$5,000/wk
Orleans
ID 22724
2 BR
2 ½ baths
Sleeps 8
Well Appointed Home Near Skaket Beach With Central A/C
Well Appointed Home Near Skaket Beach With Central A/C
Distance to beach: just .6 of a mile to Skaket Beach
Off Season:
$3,000/wk

Orleans vacation rentals that sleep 7

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 - $1,700/wk
Off Season:
$1,200/wk
9 Pond Road, Orleans
ID 14519
3 BR
1 bath
Sleeps 7
Perfect Place for Late Summer/Autumn Getaway - Reserve Now!
Perfect Place for Late Summer/Autumn Getaway - Reserve Now!
Distance to beach: other end of lake Crystal Lake and Pilgrim Lake Beach
21 reviews read reviews
Summer:
$2,600/wk
Off Season:
$1,000 - $1,800/wk
$3,500 - $7,000/mo
Orleans
ID 14560
3 BR
1 bath
Sleeps 7
Colorful, Quiet and Convenient
Colorful, Quiet and Convenient
Distance to beach: 2 miles Skaket Beach and 2 miles Nauset Beach
12 reviews read reviews
Summer:
$1,985 - $1,995/wk
Off Season:
$1,490 - $1,900/wk
Orleans
ID 22507
3 BR
2 baths
Sleeps 7
Beautiful Home In East Orleans
Beautiful Home In East Orleans
Distance to beach: 2 miles to Nauset Beach
3 reviews read reviews
Summer:
$2,850 - $3,100/wk
Off Season:
$300/night
$1,950 - $2,750/wk
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
13 reviews read reviews
Summer:
$2,450 - $2,950/wk
Off Season:
$1,550 - $2,400/wk
Orleans- East Orleans
ID 32909
3 BR
2 ½ baths
Sleeps 7
Newly Built 3BR Less Than One Mile from Nauset Beach
Newly Built 3BR Less Than One Mile from Nauset Beach
Distance to beach: 8/10 mile to Nauset Beach and 4 miles Skaket Beach
17 reviews read reviews
Summer:
$3,200/wk
Off Season:
$350/night
$2,200 - $2,600/wk
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
5 reviews read reviews
Summer:
$2,900/wk
Off Season:
$2,200 - $2,700/wk
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
23 reviews read reviews
Off Season:
$1,700 - $2,000/wk
East Orleans
ID 33808
Off Season:
$2,200 - $2,400/wk
Orleans
ID 33660
Summer:
$2,500 - $3,500/wk
Off Season:
$2,000 - $2,500/wk
East Orleans/Nauset Beach
ID 34446
3 BR
2 ½ baths
Sleeps 7
On Tides End Lane
On Tides End Lane
Distance to beach: 2.1 mi to Nauset Beach. Pochet Association at Nauset Beach
1 review read review
Summer:
$2,700/wk
Off Season:
$1,900/wk
South Orleans
ID 12283
2 BR
2 baths
Sleeps 7
Spacious cottage near Pleasant Bay
Spacious cottage near Pleasant Bay
Distance to beach: 1 mile
14 reviews read reviews
Off Season:
$135 - $160/night
$1,000 - $1,400/wk
$3,400/mo

Orleans vacation rentals that sleep 6

Orleans
ID 21048
Off Season:
$225 - $250/night
$1,700 - $1,800/wk
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:
$1,400/wk
$5,500 - $5,600/mo
Off Season:
$1,200 - $1,400/wk
$4,800 - $5,600/mo
Nauset Heights (East Orleans)
ID 22515
3 BR
2 baths
Sleeps 6
Nauset Heights Classic: An Easy Walk to Ocean or Coves
Nauset Heights Classic: An Easy Walk to Ocean or Coves
Distance to beach: 6/10th mile walk to Nauset Beach and under 10 minutes to ocean/coves closer by.
28 reviews read reviews
Off Season:
$1,600 - $2,600/wk
Orleans
ID 22586
Summer:
$2,650 - $2,850/wk
Off Season:
$300/night
$1,800 - $2,700/wk
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:
$2,250/wk
Off Season:
$1,450 - $1,750/wk
Orleans
ID 28482
Summer:
$3,350/wk
Off Season:
$1,200 - $3,000/wk
East Orleans
ID 28852
Summer:
$2,950 - $3,450/wk
$10,000 - $14,000/mo
Off Season:
$275 - $495/night
$1,500 - $3,250/wk
$3,000 - $12,000/mo
East Orleans
ID 29200
Summer:
$3,200/wk
Off Season:
$3,200/wk
Orleans
ID 29344
Summer:
$3,499 - $3,799/wk
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: 5 minute drive to world-renowned Nauset Beach
2 reviews read reviews
Summer:
$4,066 - $4,966/wk
Off Season:
$1,340 - $3,466/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
3 reviews read reviews
Summer:
$3,200 - $3,500/wk
Off Season:
$2,000 - $3,300/wk
Orleans
ID 31394
Summer:
$2,722 - $3,222/wk
Off Season:
$1,396 - $2,422/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
3 reviews read reviews
Off Season:
$1,000 - $2,000/wk
$3,000 - $6,000/mo
Orleans
ID 33258
3 BR
3 baths
Sleeps 6
Waterfront Three Bedroom Classic Cape With Private Beach
Waterfront Three Bedroom Classic Cape With Private Beach
Distance to beach: 60 feet to private beach on Little Pleasant Bay
1 review read review
OWNER SPECIAL:
Summer 2020 availability posted! Discounts for return renters and multi (5) week renters!
Summer:
$3,900 - $4,750/wk
Off Season:
$2,500 - $4,000/wk
$2,500 - $4,000/mo
Orleans
ID 31975
Summer:
$2,250 - $2,500/wk
Off Season:
$1,250 - $2,250/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
8 reviews read reviews
Summer:
$3,200 - $3,400/wk
Off Season:
$2,200 - $2,900/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
5 reviews read reviews
Summer:
$3,200 - $3,600/wk
Off Season:
$325 - $400/night
$2,000 - $3,500/wk
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
3 reviews read reviews
Summer:
$2,700 - $3,700/wk
Off Season:
$400 - $450/night
$1,000 - $2,500/wk
$2,800 - $5,000/mo
Orleans
ID 34853
3 BR
2 baths
Sleeps 6
Perfect Location for a Cape Cod Trip
Perfect Location for a Cape Cod Trip
Distance to beach: 1.7 mi to Skaket Beach and 1.2 mi to Rock Harbor
Off Season:
$2,800/wk
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: 2/10 mile to private area on Pleasant Bay
5 reviews read reviews
Off Season:
$900/wk
South Orleans
ID 7101
Off Season:
$1,000/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
Off Season:
$250/night
$1,800/wk
East Orleans
ID 9019
3 BR
2 baths
Sleeps 6
Barley Neck Walk to Water, Dogs Allowed
Barley Neck Walk to Water, Dogs Allowed
Distance to beach: 1 1/2 miles Nauset Beach and 5 miles Skaket Beach
2 reviews read reviews
Off Season:
$1,800 - $2,000/wk
Orleans
ID 26430
3 BR
2 baths
Sleeps 6
Orleans Classic Cottage, Pet-Friendly, Bike to Nauset
Orleans Classic Cottage, Pet-Friendly, Bike to Nauset
Distance to beach: 3 miles to Nauset Beach and 5 minute walk to shore of Town Cove
9 reviews read reviews
Off Season:
$1,000 - $1,500/wk
East Orleans
ID 27066
3 BR
1 ½ bath
Sleeps 6
Serenity: Renovated Home near Nauset Beach
Serenity: Renovated Home near Nauset Beach
Distance to beach: 1.5 miles to Nauset Beach
14 reviews read reviews
Off Season:
$900 - $1,500/wk
Orleans
ID 26865
Off Season:
$1,266 - $1,566/wk
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
Off Season:
$2,040 - $2,640/wk
South Orleans
ID 23913
Off Season:
$300 - $400/night
$2,500/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
4 reviews read reviews
Off Season:
$2,700 - $3,000/wk
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
9 reviews read reviews
OWNER SPECIAL:
Price Reduction for Sept and Oct!
Summer:
$3,950/wk
Off Season:
$2,950 - $3,950/wk
East Orleans
ID 22409
2 BR
1 bath
Sleeps 6
The Mill - Antique Home, Waterfront, Private Beach
The Mill - Antique Home, Waterfront, Private Beach
Distance to beach: Private beach out your front door!
3 reviews read reviews
Off Season:
$950 - $1,250/wk
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
6 reviews read reviews
Off Season:
$250 - $275/night
$1,500 - $2,000/wk
East Orleans
ID 25847
2 BR
1 ½ bath
Sleeps 6
Private New 2BR Beachfront Home on Little Pleasant Bay
Private New 2BR Beachfront Home on Little Pleasant Bay
Distance to beach: On Private Beach. Nauset Beach is close drive.
3 reviews read reviews
Off Season:
$1,500 - $1,950/wk
Orleans
ID 27464
Summer:
$2,200/wk
Off Season:
$1,400 - $2,200/wk
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
Off Season:
$130 - $160/night
$900 - $1,500/wk
$3,500 - $5,000/mo
Orleans on Baker's Pond
ID 30123
2 BR
2 baths
Sleeps 6
Comfortable home in quiet neighborhood with FUN close by.
Comfortable home in quiet neighborhood with FUN close by.
Distance to beach: 2.7 miles Skaket Beach and 1/10 mi walk to Baker's Pond beach
1 review read review
Summer:
$1,600 - $1,700/wk
Off Season:
$1,350 - $1,450/wk
Orleans
ID 29709
2 BR
2 ½ baths
Sleeps 6
East Orleans: 2/10 mile to Snow Shore (ASP-1159)
East Orleans: 2/10 mile to Snow Shore (ASP-1159)
Distance to beach: 2/10 mile to Snow Shore
Off Season:
$2,075/wk
East Orleans
ID 9996
2 BR
1 bath
Sleeps 6
East Orleans Gem near Nauset
East Orleans Gem near Nauset
Distance to beach: 2.5 miles Nauset Beach
2 reviews read reviews
Off Season:
$1,200 - $1,500/wk
Orleans
ID 27677
Off Season:
$1,066 - $1,296/wk
Orleans on Crystal Lake, close
ID 30757
2 BR
1 ½ bath
Sleeps 6
Two bedroom home with AC on luminous Crystal Lake
Two bedroom home with AC on luminous Crystal Lake
Distance to beach: 2.3 miles to Skaket; 2.8 miles to Nauset
1 review read review
Summer:
$2,000/wk
Off Season:
$250 - $350/night
$1,750 - $1,900/wk
East Orleans
ID 34335
2 BR
1 ½ bath
Sleeps 6
East Orleans Pondfront Chalet
East Orleans Pondfront Chalet
Distance to beach: 1.6 mi to Nauset Beach
3 reviews read reviews
Off Season:
$350/night
$2,000 - $2,250/wk
$8,000/mo

Orleans vacation rentals that sleep 5

Orleans
ID 25978
2 BR
2 baths
Sleeps 5
Easy Living in East Orleans for 2021
Easy Living in East Orleans for 2021
Distance to beach: 2.5 miles Nauset Beach and 2.5 miles Skaket Beach
32 reviews read reviews
Summer:
$1,750 - $1,900/wk
Off Season:
$250 - $275/night
$1,100 - $1,800/wk
$4,000/mo
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:
$2,000/wk
$7,000 - $7,500/mo
Off Season:
$1,000 - $1,850/wk
$3,000 - $7,000/mo
East Orleans
ID 28481
2 BR
1 bath
Sleeps 5
Idyllic Pond Front Home in East Orleans! Fabulous deck!
Idyllic Pond Front Home in East Orleans! Fabulous deck!
Distance to beach: 1.5 miles to Nauset Beach (National Seashore)
27 reviews read reviews
Off Season:
$1,500 - $1,600/wk
$4,500/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 2.5 miles to Both Nauset & Skaket Beaches
17 reviews read reviews
Summer:
$1,500 - $1,600/wk
Off Season:
$130 - $165/night
$800 - $1,500/wk
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
12 reviews read reviews
Summer:
$2,300 - $2,400/wk
Off Season:
$250 - $350/night
$1,700 - $2,300/wk
Nauset Village
ID 34864
2 BR
1 bath
Sleeps 5
Sweet Orleans Cottage in Dynamite Location! Cape Cod Dream!
Sweet Orleans Cottage in Dynamite Location! Cape Cod Dream!
Distance to beach: 4.0 miles Nauset Beach and 0.9 mi to Crystal Lake
OWNER SPECIAL:
NIGHTLY / WEEKLY / MONTHLY AVAILABILITY BEGINNING 12/1/21! AVOID RENTAL TAX IF YOU BOOK 30+ DAYS!
Summer:
$1,850/wk
Off Season:
$250/night
$800/wk
$1,800/mo

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
14 reviews read reviews
Off Season:
$300/night
$1,000 - $1,200/wk
South Orleans
ID 20597
2 BR
1 bath
Sleeps 4
Cape Carriage House Getaway!
Cape Carriage House Getaway!
Distance to beach: Approximately 5 miles Nauset Beach and 5 minute walk to Pleasant Bay
20 reviews read reviews
Summer:
$1,500/wk
Off Season:
$1,200 - $1,500/wk
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.
27 reviews read reviews
Off Season:
$2,000 - $2,900/wk
$7,200 - $10,000/mo
Orleans
ID 28103
Summer:
$1,800/wk
Off Season:
$1,400 - $1,850/wk
$5,000/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:
$1,699 - $1,850/wk
Off Season:
$150 - $260/night
$800 - $1,699/wk
$1,750 - $3,000/mo
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
Off Season:
$1,550/wk
Orleans Walk to Town
ID 31520
2 BR
1 bath
Sleeps 4
Private, In-town Orleans house with view of Boland Pond
Private, In-town Orleans house with view of Boland Pond
Distance to beach: 2 mi. to Skaket Beach and 3 mi. to Nauset Beach
18 reviews read reviews
Summer:
$1,650 - $2,200/wk
Off Season:
$275/night
$800 - $1,650/wk
Orleans
ID 35084
2 BR
1 bath
Sleeps 4
Pondside Paradise Walkout Apartment w/Central AC
Pondside Paradise Walkout Apartment w/Central AC
Distance to beach: 4 miles Nauset Beach and 7/10 mi to South Orleans Beach
Off Season:
$200 - $250/night
$750 - $1,500/wk
$3,000 - $4,000/mo
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
2 reviews read reviews
Off Season:
$1,300 - $1,500/wk
$4,000 - $5,500/mo
East Orleans
ID 25650
1 BR
1 bath
Sleeps 4
Adorable Updated Cottage, walk to Nauset beach
Adorable Updated Cottage, walk to Nauset beach
Distance to beach: 1/3 mile from Nauset Beach
8 reviews read reviews
Summer:
$1,095/wk
Off Season:
$995 - $1,095/wk
Orleans
ID 33028
1 BR
2 baths
Sleeps 4
Close to Freshwater Ponds & Nauset Beach
Close to Freshwater Ponds & Nauset Beach
Distance to beach: 1/2 mile to Pilgrim Lake
Summer:
$2,000/wk
Off Season:
$1,000 - $2,000/wk

Orleans vacation rentals that sleep 2

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 Association Beach on Pleasant
150 reviews read reviews
Off Season:
$225 - $350/night
$1,250 - $1,450/wk
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 Nauset
11 reviews read reviews
Off Season:
$125/night
$800/wk
$2,500 - $3,000/mo
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
31 reviews read reviews
East Orleans
ID 34810
1 BR
1 bath
Sleeps 2
Fabulous Getaway....Relax and Unwind....
Fabulous Getaway....Relax and Unwind....
Distance to beach: 1.6 mi to Nauset Beach
1 review read review
Summer:
$1,950/wk
Off Season:
$275/night
$1,500 - $1,700/wk