Waterfront holiday rentals in Oak Bluffs
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Top-rated waterfront rentals in Oak Bluffs
Guests agree: these waterfront rentals 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 waterfront rentals in Oak Bluffs
Waterfront apartment rentals
Flat in Wareham
4.94 out of 5 average rating, 133 reviews⭐ Gorgeous Beach Views -- The Sand Dollar Suite
1–8 Oct
Flat in Barnstable
5.0 out of 5 average rating, 3 reviews2 BR pond suite w/ private kitchen/bath/living
9–16 Jun
Flat in Falmouth
4.91 out of 5 average rating, 74 reviewsOn Eel Pond: Woods Hole Waterfront Retreat
29 Mar – 5 Apr
Flat in Marion
4.92 out of 5 average rating, 38 reviewsHARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE
25 Nov – 2 Dec
Flat in Sandwich
4.88 out of 5 average rating, 113 reviewsSanctuary on Cape Cod. Close to bridge and beach!
14–21 Dec
Flat in Oak Bluffs
4.85 out of 5 average rating, 20 reviewsOak Bluff's Beach House
8–15 Mar
Flat in Bourne
4.88 out of 5 average rating, 32 reviewsNautical Bourne Apartment - 2 Mi to Monument Beach
15–22 Nov
Flat in Wareham
4.92 out of 5 average rating, 12 reviewsWaterfront, private, very large 2 br apt
10–17 Jun
Waterfront house rentals
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
15–22 May
Home in Barnstable
4.91 out of 5 average rating, 175 reviewsLake Front Stunning Cape Cod Views w Private Beach
2–9 Dec
Home in Wareham
5.0 out of 5 average rating, 37 reviewsSunset Cove Beach
27 Jan – 3 Feb
Home in Fairhaven
5.0 out of 5 average rating, 70 reviewsFair Heaven, your West Island beachfront home
16–23 Jul
Home in Barnstable
5.0 out of 5 average rating, 26 reviewsPrivate Lake Beach, Spectacular Views & Amenities
27 Sept – 4 Oct
Home in Chilmark
4.93 out of 5 average rating, 15 reviewsFun, Authentic, Waterfront Cottage/air conditioned
14–21 Jan
Home in Mashpee
5.0 out of 5 average rating, 8 reviewsPopponesset-Breathtaking views of pond & beach
7–14 Oct
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Waterfront apartment rentals
Apartment in Oak Bluffs
4.95 out of 5 average rating, 21 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
22–29 Sept
Apartment in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
23–30 Sept
Apartment in Barnstable
Charming Hyannis 3 Bed 2 Bath
20–27 May
Apartment in Oak Bluffs
4.8 out of 5 average rating, 40 reviewsSerenity on Martha's Vineyard
12–19 Apr
Apartment in Mashpee
4.94 out of 5 average rating, 62 reviewsSerenity By The Sea at New Seabury, Mashpee, MA
30 Oct – 6 Nov
Apartment in New Bedford
4.98 out of 5 average rating, 43 reviews2 BR in heart of Historic New Bedford, water views
28 Jan – 4 Feb
Apartment in Falmouth
4.78 out of 5 average rating, 32 reviewsLovely lakefront condo with pool
28 Aug – 4 Sept
Apartment in Mashpee
5.0 out of 5 average rating, 11 reviewsBeach, Steps Away, * Reduced Seasonal Rental *
12–19 Aug
Quick stats about waterfront rentals in Oak Bluffs
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
£88 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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- Rentals with a firepit Oak Bluffs
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