Holiday rentals in Oak Bluffs
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Top-rated holiday rentals in Oak Bluffs
Guests agree: these stays are highly rated for location, cleanliness and more.
Guest suite in Oak Bluffs
4.94 out of 5 average rating, 301 reviewsLovely 2 BR Oak Bluffs Apartment
This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!
4–11 Feb
Guest suite in Oak Bluffs
4.99 out of 5 average rating, 101 reviewsSea View Waterfront Beachfront Apartment
Prime location- right across the street from a sandy beach, a few minutes walk to the harbor, downtown, and transportation (boat, bus, etc). This beautiful street-level one-bedroom apartment sits across the street from the ocean, where you can take a dip and enjoy the beach. The apartment was recently redone and has a small bedroom with a queen size bed, small bathroom, full kitchen, and living room area with pull-out couch. Convenient to take the ferry into Oak Bluffs and walk to the apartment
25 Feb – 4 Mar
Home in Oak Bluffs
4.82 out of 5 average rating, 179 reviewsWaterview, Private, Walk to Beach, Mile to Town
Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Please view our entire listing and reviews for more about our unique property.
4–11 Sept
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Other great holiday rentals in Oak Bluffs
Guest house in Oak Bluffs
5.0 out of 5 average rating, 48 reviewsCoastal Bungalow
15–22 Apr
Guest house in Oak Bluffs
4.98 out of 5 average rating, 66 reviewsOak bluffs cottage Perfect place to honeymoon!
22–29 Dec
Flat in Oak Bluffs
4.92 out of 5 average rating, 62 reviewsDowntown Oak Bluffs, 2nd floor Harbor house.
19–26 Feb
Home in Oak Bluffs
5.0 out of 5 average rating, 10 reviewsAiry and welcoming O.B apartment
14–21 Oct
Apartment in Oak Bluffs
5.0 out of 5 average rating, 20 reviewsFABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
26 May – 2 Jun
Home in Oak Bluffs
5.0 out of 5 average rating, 17 reviews#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
1–8 Jun
Home in Oak Bluffs
5.0 out of 5 average rating, 45 reviewsNew Pristine Luxury Home on Martha's Vineyard
11–18 Dec
Home in Oak Bluffs
4.98 out of 5 average rating, 47 reviewsOak Bluffs Cottage - Walk to Town & Beach
14–21 Sept
Flat in Oak Bluffs
4.99 out of 5 average rating, 72 reviewsMartha's Vineyard Chic Getaway
26 Aug – 2 Sept
Guest house in Oak Bluffs
4.92 out of 5 average rating, 66 reviewsThe Nest, Comfortable, Cozy and Convenient
6–13 Nov
Home in Oak Bluffs
5.0 out of 5 average rating, 19 reviewsNEW Modern Open Floor Plan House in Heart of OB
29 Apr – 6 May
Guest suite in West Tisbury
4.91 out of 5 average rating, 86 reviewsStudio Guest Suite in Modern Barn House
3–10 Apr
Quick stats about holiday rentals in Oak Bluffs
Total rentals | 680 properties |
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Rentals with a pool | 80 properties have a pool |
Pet-friendly rentals | 150 properties allow pets |
Family-friendly rentals | 460 properties are a good fit for families |
Total number of reviews | 23K reviews |
Nightly prices starting at | £24 before taxes and fees |
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