House holiday rentals in Oak Bluffs
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Top-rated house rentals in Oak Bluffs
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Oak Bluffs
House rentals with a pool
Home in Edgartown
4.79 out of 5 average rating, 99 reviewsKatama gem.
15–22 Jan
Home in Tisbury
4.88 out of 5 average rating, 16 reviewsEasily accessible studio condo w pool/walk 2 town
4–11 Jun
Home in Edgartown
4.9 out of 5 average rating, 41 reviewsBeautiful Edgartown Colonial with heated pool.
4–11 Nov
Home in Oak Bluffs
4.83 out of 5 average rating, 6 reviewsSea Glenn Flowers Private home new to market
21–28 Jun
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
13–20 Sept
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2–9 Jun
Home in Sandwich
4.99 out of 5 average rating, 68 reviews"Cape Escape" luxury home w/pool & beach access.
3–10 Mar
Weekly house rentals
Home in Edgartown
4.89 out of 5 average rating, 109 reviewsEdgartown Village: Walk to Everything
25 Jan – 1 Feb
Home in Barnstable
5.0 out of 5 average rating, 107 reviewsCape Cod Cotuit Cottage, 3 Bed Near Beaches
10–17 Oct
Home in Oak Bluffs
5.0 out of 5 average rating, 17 reviews#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
18–25 Sept
Home in Oak Bluffs
4.91 out of 5 average rating, 77 reviewsDowntown Oak Bluffs, First Floor Harbor House.
4–11 May
Home in Oak Bluffs
5.0 out of 5 average rating, 10 reviewsAiry and welcoming O.B apartment
18–25 Jun
Home in Oak Bluffs
5.0 out of 5 average rating, 13 reviewsCoastal Chic Cape Centrally Located Oak Bluffs, MA
12–19 Nov
Home in Oak Bluffs
5.0 out of 5 average rating, 18 reviewsVineyard Vacation, 3-Bedroom, Hot-tub, Golf course
22–29 Sept
Home in Oak Bluffs
4.98 out of 5 average rating, 47 reviewsOak Bluffs Cottage - Walk to Town & Beach
14–21 Jan
Private house rentals
Home in Oak Bluffs
5.0 out of 5 average rating, 45 reviewsNew Pristine Luxury Home on Martha's Vineyard
17–24 Mar
Home in Tisbury
5.0 out of 5 average rating, 16 reviewsWalk to Main Street & Beach - No car needed!
14–21 Dec
Home in Oak Bluffs
5.0 out of 5 average rating, 24 reviewsSpacious 4-Bedroom home with outdoor dining
22 Feb – 1 Mar
Home in Oak Bluffs
4.93 out of 5 average rating, 28 reviewsCharming Vacation Home in Oak Bluffs.
31 May – 7 Jun
Home in Oak Bluffs
4.93 out of 5 average rating, 70 reviewsVineyard Stroll
10–17 Oct
Home in Oak Bluffs
5.0 out of 5 average rating, 4 reviewsHistoric & Air-Conditioned Oak Bluffs Cottage
4–11 Jun
Home in Oak Bluffs
5.0 out of 5 average rating, 5 reviewsThe Island Collection MV: The Hideaway
13–20 Nov
Home in Oak Bluffs
4.79 out of 5 average rating, 73 reviewsMartha's Vineyard house near Lagoon Pond Beach
31 Oct – 7 Nov
Quick stats about house rentals in Oak Bluffs
Total rentals
420 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
360 properties are a good fit for families
Total number of reviews
9.8K reviews
Nightly prices starting at
£8 before taxes and fees
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