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Chatham
ID 19554
4 BR
2 baths
Sleeps 10
Live your ''Chatham Dream'' with new AC and walk to town!
Live your ''Chatham Dream'' with new AC and walk to town!
Distance to beach: 1/2 mile with plenty of parking Oyster Pond Beach and Schoolhouse Pond, lovely freshwater pond 2.6 miles
5.042 reviews
OWNER SPECIAL:
Ready for baseball? We r near the Chatham ballfield & have the 1st 2 weeks of the season available!
Summer:
 $4,850/wk
 $16,000/mo
Off Season:
 $2,350 - $4,850/wk
 $4,000 - $15,000/mo
6
Monument Beach
ID 32385
4 BR
2 baths
Sleeps 9
Stunning Views and Water Front Island Home w/Docks & Kayaks
Stunning Views and Water Front Island Home w/Docks & Kayaks
Distance to beach: 5 minute walk across the island bridge to Monument Beach and 2 minutes to private beaches and docks.
4.926 reviews
Summer:
 $5,750 - $5,850/wk
Off Season:
 $725 - $925/night
 $4,250 - $5,250/wk
12
HarwichPort,S of LowerCountyRD
ID 10772
4 BR
2 ½ baths
Sleeps 8
5 Star, Steps to Beach & Town, AC, Turn-key Beach House
5 Star, Steps to Beach & Town, AC, Turn-key Beach House
Distance to beach: 2-3 minute stroll Atlantic Avenue
4.952 reviews
Summer:
 $5,200 - $6,200/wk
Off Season:
 $750/night
 $3,200 - $4,700/wk
6
Oak Bluffs
ID 24822
3 BR
2 baths
Sleeps 6
Pristine Retreat - Blue Stone Patio - Fire Pit
Pristine Retreat - Blue Stone Patio - Fire Pit
Distance to beach: 3 miles Oak Bluffs Town Beach and Less than 2 miles to Sailing Camp Park
5.029 reviews
Summer:
 $5,975 - $7,775/wk
Off Season:
 $775/night
 $4,575 - $5,975/wk
6
Eastham
ID 6380
3 BR
2 ½ baths
Sleeps 6
Beach Nauset, Bike Path, Cape Cod Nat. Seashore, Light House
Beach Nauset, Bike Path, Cape Cod Nat. Seashore, Light House
Distance to beach: 1.1 mile Cape Cod National Seashore
5.036 reviews
OWNER SPECIAL:
Summer 2026 Open and Available for booking! National Seashore, Bike Path, Nauset Beach .
Summer:
 $3,600 - $3,750/wk
Off Season:
 $515 - $525/night
 $3,500 - $3,650/wk
6
Wellfleet
ID 14678
5 BR
2 baths
Sleeps 11
Steps to Private Beach. Big Beach house. 5 Kayaks.
Steps to Private Beach. Big Beach house. 5 Kayaks.
Distance to beach: 35 seconds walk to our private 'Sea Shells' beach.
5.018 reviews
Summer:
 $7,820 - $8,220/wk
Off Season:
 $350 - $1,500/night
 $3,520 - $6,320/wk
5
West Hyannis
ID 27324
3 BR
2 baths
Sleeps 6
Clean, Private, Close to Beaches, Beach Pass!
Clean, Private, Close to Beaches, Beach Pass!
Distance to beach: 1 mi to Sea Street (Keyes) and 2 mi Craigville Beach
4.921 reviews
Summer:
 $3,250 - $3,550/wk
Off Season:
 $2,350 - $3,050/wk
 $3,200 - $6,500/mo
8
So. Harwich/So. Chatham
ID 5382
4 BR
2 ½ baths
Sleeps 9
Charming South Harwich Cape With Ocean View & Walk 2 Beach
Charming South Harwich Cape With Ocean View & Walk 2 Beach
Distance to beach: 2/10 mile to Red River Beach
5.037 reviews
OWNER SPECIAL:
Winter rental available 2/15/26 to 6/6/26. House totally weatherized, fireplace, low utility costs.
Summer:
 $3,900 - $5,400/wk
 $22,100 - $26,400/mo
Off Season:
 $245 - $370/night
 $1,700 - $3,700/wk
 $6,600 - $13,200/mo
6
Harwich Port
ID 23725
7 BR
4 baths
Sleeps 16
In the Heart of Harwich Port!
In the Heart of Harwich Port!
Distance to beach: Less than 1/4 mile to Bank Street Beach and about a 5 minute walk
5.044 reviews
Summer:
 $8,350 - $14,350/wk
Off Season:
 $714 - $1,423/night
 $5,350 - $12,350/wk
6
Provincetown West End
ID 36944
1 BR
1 bath
Sleeps 5
Artist's Cottage, Exceptional West End Locale! WITH PARKING!
Artist's Cottage, Exceptional West End Locale! WITH PARKING!
Distance to beach: Half a block to Harbor Beach/.7 mi to Herring Cove
4.915 reviews
Summer:
 $3,600 - $3,900/wk
 $16,000/mo
Off Season:
 $1,000 - $3,400/wk
 $2,200 - $16,000/mo
7
Brewster
ID 34031
3 BR
2 baths
Sleeps 7
Shop, Swim, Bike, Hike, 3Bed/2FullBath/AC!
Shop, Swim, Bike, Hike, 3Bed/2FullBath/AC!
Distance to beach: 1.2 mi to Breakwater Beach and 1.3 Sheep Pond
4.921 reviews
Summer:
 $2,980 - $4,080/wk
Off Season:
 $165 - $200/night
 $1,335 - $2,980/wk
7
South Yarmouth/Bass River
ID 34605
2 BR
1 bath
Sleeps 5
The Big Little Cottage - Updated, Central AC and EV Charger
The Big Little Cottage - Updated, Central AC and EV Charger
Distance to beach: Walk 0.7 mile Bass River (Smugglers) and 0.6 mile Middle Beach
5.023 reviews
OWNER SPECIAL:
Now booking Spring and Summer 2026. 3-night min for Spring dates. Mother's Day wkd is available!
Summer:
 $2,350/wk
Off Season:
 $200 - $310/night
 $1,550 - $2,150/wk
7
North Truro
ID 31451
4 BR
4 ½ baths
Sleeps 8
Heated Pool, 4 Ensuite, Beach,ADA, Pets, EV Car Charger.
Heated Pool, 4 Ensuite, Beach,ADA, Pets, EV Car Charger.
Distance to beach: .03 mile Private N. Truro Bayside beach 5 minute
5.033 reviews
OWNER SPECIAL:
15% OFF all available dates 2026.
Summer:
 $17,576/wk
Off Season:
 $699 - $3,000/night
 $4,999 - $14,099/wk
9
East Sandwich
ID 3099
5 BR
2 baths
Sleeps 12
Beach front Home--Panoramic View of Ocean & Private Beach
Beach front Home--Panoramic View of Ocean & Private Beach
Distance to beach: We are directly beach front East Sandwich Beach and We’re directly on a gorgeous, private beach!
5.026 reviews
Summer:
 $7,800/wk
Off Season:
 $1,800 - $7,800/wk
8
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: 3.4 mi Skaket Beach and 4.1 mi Nauset Beach
5.015 reviews
Summer:
 $715 - $875/night
 $4,300 - $6,300/wk
Off Season:
 $300 - $700/night
 $2,300 - $4,800/wk
 $2,000 - $8,000/mo
8
Dennisport
ID 23009
4 BR
2 baths
Sleeps 8
A Stroll To The Beach in Dennisport
A Stroll To The Beach in Dennisport
Distance to beach: 1/2 mile walk Raycroft Beach and 6/10 mile Glendon Rd. Beach
4.970 reviews
OWNER SPECIAL:
June 27-July 4th $2500 plus taxes and cleaning, or add 3 days arrive June 24th $3400 plus taxes.
Summer:
 $2,350 - $2,850/wk
Off Season:
 $300 - $375/night
 $1,950 - $2,550/wk
6
Dennis Port
ID 31025
5 BR
2 ½ baths
Sleeps 14
Group Retreat: Main + Cottage, Walk to Beach, A/C & Fire Pit
Group Retreat: Main + Cottage, Walk to Beach, A/C & Fire Pit
Distance to beach: ~ 1/2 mile Inman Road Beach and ~ 1/2 mile to Inman beach (Sea street close too)
5.040 reviews
OWNER SPECIAL:
Plan the ultimate group escape – Walk to beach, fire pit, A/C, sleeps 12–14. $500 off! (94).
Summer:
 $5,500 - $6,900/wk
Off Season:
 $450 - $1,500/night
 $3,500 - $5,500/wk
10
Near Ocean, Bay, Ponds, Town
ID 31917
3 BR
2 baths
Sleeps 8
A Vacation Within a Vacation - 3B2b, a/c, spa, game room
A Vacation Within a Vacation - 3B2b, a/c, spa, game room
Distance to beach: 5 minutes to Indian Neck Beach and 5 minutes to Cahoon Hollow
5.046 reviews
Summer:
 $4,250 - $5,250/wk
 $19,000 - $30,000/mo
Off Season:
 $300 - $600/night
 $2,250 - $4,850/wk
 $2,500 - $20,000/mo
10
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
5.011 reviews
OWNER SPECIAL:
Experience Cape Cod at this Estate at 2026 Special Rates. Inquire to get a quote.
Summer:
 $20,780 - $25,780/wk
Off Season:
 $10,780 - $15,780/wk
5
Ridgevale Beach
ID 6201
3 BR
2 baths
Sleeps 8
Walk to Ridgevale Beach w/ Central AC
Walk to Ridgevale Beach w/ Central AC
Distance to beach: 4 tenths of a mile to Ridgevale Beach
5.066 reviews
Summer:
 $1,800 - $2,200/wk
Off Season:
 $250 - $275/night
 $1,500 - $2,000/wk
6
Lagoon Pond Salt-Waterfront
ID 27817
4 BR
3 ½ baths
Sleeps 12
Glorious Sunsets On and Over the Water. Beautiful Home
Glorious Sunsets On and Over the Water. Beautiful Home
Distance to beach: Private beach, 6 kayak,4-SUPs, beach chairs & TOYS
5.031 reviews
OWNER SPECIAL:
Free SSA auto reservation with 6/20-27, 7/4-11 or 8/22-29 booking. Discount for 8 or fewer guests.
Summer:
 $14,350 - $22,350/wk
Off Season:
 $2,000 - $3,000/night
 $7,850 - $14,350/wk
11
Edgartown
ID 2395
4 BR
3 ½ baths
Sleeps 8
Major Renovation - Everything New! Short Walk To Town
Major Renovation - Everything New! Short Walk To Town
Distance to beach: 1 mile State Beach (Joseph Sylvia State Beach) and 2-1/2 miles South Beach - Katama
5.05 reviews
Summer:
 $7,650/wk
Off Season:
 $399 - $699/night
 $3,250 - $7,250/wk
 $4,000 - $15,000/mo
7
West Yarmouth
ID 38546
4 BR
2 baths
Sleeps 8
Family Cape Retreat - Short Walk to Quiet Beach!
Family Cape Retreat - Short Walk to Quiet Beach!
Distance to beach: 1/2 mi to Baxter Avenue Beach
5.040 reviews
Summer:
 $4,025 - $4,425/wk
Off Season:
 $265 - $395/night
 $2,130 - $3,370/wk
8
Falmouth
ID 39977
3 BR
2 baths
Sleeps 6
Lake Shore Cottage - Waterfront (Private Beach)
Lake Shore Cottage - Waterfront (Private Beach)
Distance to beach: Cottage has its own Shared Beach on Jenkins Pond
5.021 reviews
Summer:
 $4,450 - $4,750/wk
Off Season:
 $300 - $500/night
 $2,250 - $4,450/wk
6
Chatham
ID 24757
3 BR
2 baths
Sleeps 8
Chatham Beach Chic 5 STAR Family retreat-5 min walk to Beach
Chatham Beach Chic 5 STAR Family retreat-5 min walk to Beach
Distance to beach: 4/10 mile Forest Beach and Cockle Cove & Red River Beach are adjacent Beaches
5.033 reviews
OWNER SPECIAL:
15% Discount on off-season dates. Mention "15 Off" Book Now!
Summer:
 $5,830 - $6,730/wk
Off Season:
 $275 - $795/night
 $2,230 - $6,230/wk
8

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