Beachfront holiday rentals in Oak Bluffs

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Top-rated beachfront rentals in Oak Bluffs

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Top guest favourite

Flat in Oak Bluffs

4.92 out of 5 average rating, 109 reviews

Absolute Best Location on the Island

Ideal location for visitors in the middle of the most lively, diverse, fun town on Martha's Vineyard. This property is certified by the United States Department of Interior as a National Historic Property. The ferry terminal, restaurants, shops, markets, harbor, historic sites, entertainment, public transportation, and a clean sandy beach are all within minutes. A vehicle is not necessary. IF UNAVAILABLE: SIMILAR WALKABLE SISTER PROPERTY in Vineyard Haven: https://www.airbnb.com/rooms/49016488?

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Guest suite in Pocasset

4.79 out of 5 average rating, 179 reviews

Rustic Beach Cottage

The salty air will instantly wash all your cares away. This rustic charming Cape get away is steps away from a quaint quiet picturesque beach. Simply relax in the comfortable surrounds in this fully furnished 1 bedroom Cottage apartment with all of your basic needs including WiFi, Smart TV, A/C, and a deck complete with gas grill and outdoor furniture offering you plenty of living space inside and out. Close to the bike paths, Cape Cod Canal, great restaurants, hiking, ferry and much much more!

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Cottage in New Seabury

4.7 out of 5 average rating, 112 reviews

The Loveshack, Steps to Private Waterfront

This charming cottage is a true taste of ol' cape cod. This waterfront property contains two cottages (one owner occupied) and is situated on a flat, grassy lot overlooking Great River on Monomoscoy Island, accessible by car via a short causeway, and part of a protected bird/wildlife sanctuary. This is the quintessential Cape experience - you cannot do better than this central, but yet off the beaten track, location. Walk down to the waterfront with dock & fire pit, take dip in the warm water!

Top guest favourite

Cottage in Marion

4.99 out of 5 average rating, 159 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Top guest favourite

Cottage in Sandwich

4.95 out of 5 average rating, 219 reviews

WOW VIEW! Waterfront, King Bed, Full Kitchen!

Wake up to magnificent panoramic views of a beautiful lake with waves lapping below your window! See video tour on YouTube. Search: "Cape Cod Lakefront Vacation Retreat. Panorama View" Guests love this stylish and open cottage on the shore of a large recreation lake with a private beach. It's like being on your own luxury houseboat! Wall-to-wall, floor-to-ceiling windows with a new modern kitchen, luxurious King gel/coil bed, office space, large bathroom with curved shower, and much more!

Top guest favourite

Cottage in Fairhaven

4.97 out of 5 average rating, 29 reviews

Cozy & Serene Oceanfront Beach House

Cozy oceanfront cottage with private beach access & stunning views of Buzzards Bay. Sit back, take in the gorgeous ocean view, and catch the tranquil sunset each night. Enjoy a bright open floor plan with two bedrooms & full kitchen and wake up each morning to the sound of waves crashing & birds chirping. The neighborhood is quiet & family-friendly, perfect for long walks & nature watching. Surrounded by conservation land, this property is a hidden gem on Fairhaven’s Sconticut Neck!

Guest favourite

Home in Popponesset

5 out of 5 average rating, 14 reviews

Cute cottage steps to beach!

Relax & enjoy this beachside cottage just steps away from a private, sandy beach. This two bedroom cottage is an amazing location in the heart of Popponesset. Grill out on the private deck or stroll to the Marketplace for dinner and ice cream. Additional front deck and Juliet balcony with ocean views for relaxing and sipping drinks. Golf, restaurants, and other Cape summertime activities all close by. Note: construction across the street is planned for the spring and summer of 2025

Top guest favourite

Home in Falmouth

5 out of 5 average rating, 147 reviews

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Top guest favourite

Flat in New Bedford

4.99 out of 5 average rating, 119 reviews

One Bedroom in-law near beach with breakfast

One bedroom in-law apartment with Queen size bed, and Queen sleeper sofa in the living room. Full kitchen and 3/4 bathroom. Close to downtown New Bedford with many restaurant options, and ferries to Martha's Vineyard, Nantucket and Cuttyhunk. Short walk to the beach (1/4 mile), Fort Rodman and Fort Taber where there is a military museum and a walking/bike path. Flexible Check-in, so you can arrive when convenient for you (as early as 9AM). No Guests or parties.

Guest favourite

Home in Mattapoisett

4.9 out of 5 average rating, 10 reviews

Buzzard Bay Getaway

This Buzzard Bay getaway (@buzzbaygetaway) is nestled along nearly 100 feet of your very own private beach, boasting breathtaking ocean views from every corner. This coastal gem provides an idyllic retreat with panoramic views of Brandt Island, West Island, and extending all the way to Falmouth and the Elizabeth Islands. The backyard is perfect for outdoor dining and family fun, complete with a barbecue grill, picnic table, and fire pit.

Guest favourite

Home in Mashpee

4.96 out of 5 average rating, 184 reviews

Gorgeous sunsets! Private family beach - Cape Cod!

Saturday to Saturday weekly rental during summer months. Wrap around deck, beach and waterfront. Open layout. Perfect for families & Couples with a family beach . Stunning sunsets, very private and close to Mashpee commons, Falmouth and New Seabury all 10 minutes away. We are happy to have you for stays longer than 7 days! Just send us a note!

Top guest favourite

Apartment in New Seabury

4.97 out of 5 average rating, 133 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach only 5 minutes away by car or bike.