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?

Superhost

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!

Guest favourite

Home in Hyannis Port

4.87 out of 5 average rating, 150 reviews

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Top guest favourite

Home in Hyannis Port

4.98 out of 5 average rating, 120 reviews

Beautiful Private Beach House

One of a kind extraordinary waterfront rental. Wake up to the most spectacular views of the Ocean and enjoy watching the sun set over the Kennedy Compound. Build sand castles on your own private beach while watching sail boats set off to Nantucket. This home is quintessential for a family vacation or romantic getaway. Located in central Hyannis Port with easy access to down town dining, shopping, and the Hyannis harbor. PLEASE read our rules and before booking there are important requirements.

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

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.

Top guest favourite

Guest suite in Hyannis Port

4.98 out of 5 average rating, 177 reviews

600 ft Walk to Ocean! 2nd floor Renovated Cottage!

Quaint second floor 785 sq ft unit w/ private entrance. 3 tenants MAX with ONE parking spot. 600 ft to shared neighborhood private beach. Great spot for couples or small families. NO guests without prior permission in house or on private beach. Queen bed in master, one twin bed in 2nd bedroom. Eat-in kitchen/living room. Bathroom w/ stand-up shower. Stocked w/ linens, towels, kitchen supplies. Island ferry boats - 1m. Historic Main St.- 1.2

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 Hyannis Port

5 out of 5 average rating, 5 reviews

Townhouse on the beach, pool, walk to Main St.

Bright and sunny, beautifully furnished townhouse in oceanfront Yachtsman resort in Hyannis. 3 bedrooms, 3 1/2 bath, bonus room on the lower level. Amazing ocean view, private deck. Private beach, meticulously landscaped grounds. Walk to private beach, Hyannis marina, historic Main St. Breathtaking ocean views! Pool is open Memorial day to Labor day and only on weekends in June.

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.