Waterfront holiday rentals in Oak Bluffs
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Oak Bluffs
Guests agree: These waterfront accommodation options 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 Oak Bluffs waterfront rentals
Waterfront apartment accommodation
Apartment in Wareham
4.92 out of 5 average rating, 136 reviews☀️ Open & Bright, Ocean Views, Close to Beach!
16 – 23 Dec
Apartment in Sagamore Beach
4.97 out of 5 average rating, 104 reviewsCape Cod Canal Home
26 Dec – 2 Jan
Apartment in Barnstable
5.0 out of 5 average rating, 3 reviews2 BR pond suite w/ private kitchen/bath/living
26 June – 3 July
Apartment in Marion
4.92 out of 5 average rating, 38 reviewsHARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE
9 – 16 Feb
Apartment in Falmouth
4.91 out of 5 average rating, 74 reviewsOn Eel Pond: Woods Hole Waterfront Retreat
14 – 21 Nov
Apartment in Sandwich
4.88 out of 5 average rating, 113 reviewsSanctuary on Cape Cod. Close to bridge and beach!
24 – 31 Jan
Apartment in Oak Bluffs
4.85 out of 5 average rating, 20 reviewsOak Bluff's Beach House
1 – 8 Nov
Apartment in Bourne
4.88 out of 5 average rating, 32 reviewsNautical Bourne Apartment - 2 Mi to Monument Beach
1 – 8 Jan
Waterfront house rentals
Home in Falmouth
5.0 out of 5 average rating, 135 reviewsPrivate Pond-side Cape Cod Home
7 – 14 Jan
Home in Fairhaven
4.95 out of 5 average rating, 146 reviewsDrop Anchor Waterfront
19 – 24 May
Home in Barnstable
4.91 out of 5 average rating, 175 reviewsLake Front Stunning Cape Cod Views w Private Beach
15 – 22 Mar
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
27 Sept – 4 Oct
Home in Barnstable
4.93 out of 5 average rating, 104 reviewsMagical pool home with windmill/new kitchen
4 – 11 Nov
Home in Fairhaven
5.0 out of 5 average rating, 70 reviewsFair Heaven, your West Island beachfront home
16 – 23 July
Home in Wareham
5.0 out of 5 average rating, 38 reviewsSunset Cove Beach
27 Dec – 3 Jan
Home in Barnstable
4.97 out of 5 average rating, 32 reviewsSam Pond Oasis w/Grill, Patio, Beach Pass
28 Dec – 4 Jan
Waterfront condo accommodation
Condo in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
9 – 16 Oct
Condo in Oak Bluffs
4.95 out of 5 average rating, 21 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
12 – 19 May
Condo in Barnstable
Charming Hyannis 3 Bed 2 Bath
27 Oct – 3 Nov
Condo in Oak Bluffs
4.8 out of 5 average rating, 40 reviewsSerenity on Martha's Vineyard
30 Dec – 6 Jan
Condo in Mashpee
4.94 out of 5 average rating, 62 reviewsSerenity By The Sea at New Seabury, Mashpee, MA
24 Sept – 1 Oct
Condo in New Bedford
4.98 out of 5 average rating, 43 reviews2 BR in heart of Historic New Bedford, water views
4 – 11 Feb
Condo in Falmouth
4.78 out of 5 average rating, 32 reviewsLovely lakefront condo with pool
4 – 11 Sept
Condo in Mashpee
5.0 out of 5 average rating, 11 reviewsBeach, Steps Away, * Reduced Seasonal Rental *
19 – 26 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
$166 AUD before taxes and fees
Destinations to explore
- Cape Cod Accommodation & holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Accommodation & holiday rentals
- Montauk Holiday rentals
- Nantucket Accommodation & holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Waterfront rentals United States
- Waterfront rentals Boston
- Waterfront rentals Cape Cod
- Waterfront rentals Martha's Vineyard
- Waterfront rentals Massachusetts
- Rentals with a hot tub Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Beachfront rentals Oak Bluffs
- Cottage rentals Oak Bluffs
- Kid-friendly rentals Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Rentals with pools Oak Bluffs
- Apartment rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a patio Oak Bluffs
- House rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with lake access Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Monthly Rentals Oak Bluffs
- Waterfront rentals Dukes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom