Beachfront vacation rentals in Oak Bluffs

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Top-rated beachfront rentals in Oak Bluffs

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Guest favorite

Condo in Mashpee

4.97 out of 5 average rating, 101 reviews

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

Welcome to our beautiful Cape Condo located in The Mews at New Seabury Country Club in Mashpee, MA. Our unit provides access to a private condo association pool a 3 min walk from the unit. Also, we have: -5 min bike/car ride to beach -2 bicycles available for use -Central air, wifi, cable, gas grill -Located on Championship Golf Course -Beach chairs, beach towels/toys -New Seabury Village restaurants, mini-golf, bowling, museums -20 min drive to Hy-Line Ferry to Nantucket/Martha's Vineyard

Oct 31 – Nov 7

G$44,660 GYD per night

Superhost

Home in Oak Bluffs

4.82 out of 5 average rating, 179 reviews

Waterview, 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.

May 23 – 30

G$101,068 GYD per night

Superhost

Townhouse in Mashpee

4.9 out of 5 average rating, 149 reviews

Quaint Cape Cod Cottage on a Private Beach!

Create magical memories in New Seabury at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The contemporary coastal decor is cozy and comfortable, and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach w/ stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

Feb 16 – 23

G$67,106 GYD per night

Superhost

Guesthouse in Bourne

4.78 out of 5 average rating, 123 reviews

Rustic Carriage House by the Sea

This is an authentic small old Cape Cod rustic carriage House. Which is charming, antique and unique. It is in a beautiful one-of-a-kind location. Loaded with cozy fun. A great getaway any time of the year! The Carriage house is walking distance away from beautiful Hens cove and is near many activities, Bike paths, the canal, the ferry, hiking, fishing, and many restaurants. Great for pet friendly Families, a couple of couples, friends that want to stay together, and bigger groups.

Oct 27 – Nov 3

G$31,320 GYD per night

Guest favorite

Apartment in Tisbury

4.92 out of 5 average rating, 102 reviews

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, the Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance! The new Martha's Vineyard Museum is a five minute walk, down the same street. My place is great for couples and solo adventurers.

Jun 5 – 12

G$46,756 GYD per night

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails, and Mass Maritime. Last Min May-10% off, 3,4,5 day 10% off.

Oct 6 – 13

G$24,823 GYD per night

Guest favorite

Cottage in Sandwich

4.95 out of 5 average rating, 161 reviews

Waterfront Lake Cottage, Private Beach, Wow View!

Wake up to a magnificent view of a beautiful lake with waves lapping gently below your window! Guests love this stylish and open designed home dramatically located on the shores of a large, recreational lake. It's like being on your own luxury houseboat! Enjoy the wall-to-wall windows with a panoramic view, a beautiful new modern kitchen, your own private beach, a new luxurious King hybrid gel/coil bed, private office space, large bathroom with curved shower, and much more!

Jan 23 – 30

G$79,044 GYD per night

Superhost

Cottage in Sandwich

4.87 out of 5 average rating, 307 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

RARE: PET FRIENDLY OCEANFRONT CAPE COD VINTAGE COTTAGE WITH PRIVATE BEACH & CENTRAL AIR. Lil’ Sea Sass is a 3 BR beachfront house featuring DIRECT oceanfront and it’s own PRIVATE beach! Nestled in the dunes this beachfront oasis offers unparalleled ocean views and is located in a very private “off the beaten path” serene setting near the end of a private road and then down a long drive. Amenities such as a fire table, FAST WIFI, an outdoor shower, and stocked kitchen.

Jan 16 – 23

G$119,005 GYD per night

Guest favorite

Apartment in New Bedford

4.99 out of 5 average rating, 101 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.

Feb 4 – 11

G$27,750 GYD per night

Guest favorite

Home in Sandwich

4.99 out of 5 average rating, 113 reviews

*Oceanfront Beach Home*

Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

Dec 9 – 16

G$143,908 GYD per night

Guest favorite

Guest suite in Hyannis

5.0 out of 5 average rating, 141 reviews

600 ft Walk to Ocean! Luxurious Renovated Cottage!

Quaint second floor 785 sq ft unit w/ private entrance. 4 tenants MAX with ONE parking spot available. 600 ft to shared neighborhood private beach. NO guests without prior permission in house or on private beach. Queen bed in master bedroom, two twins in 2nd bedroom. Eat-in kitchen/living room area. Bathroom w/ stand-up shower. Stocked w/ linens, towels, kitchen supplies. Walking distance to Island ferry boats - 1m. Historic Main St.- 1.2m

Sep 22 – 29

G$59,127 GYD per night

Guest favorite

Cottage in Mashpee

4.9 out of 5 average rating, 187 reviews

Waterfront! Family Beach & Dock

Saturday to Saturday weekly rentals during summer months. Gorgeous sunsets from the deck or new living room couch. Private family beach just steps away. Quintesential Cape Cod. Beachfront 2 Bedroom cottage. You'll be blown away by the serene view and the quiet that Monomoscoy Island offers.

Dec 10 – 17

G$59,927 GYD per night