
Beachfront holiday rentals in Oak Bluffs
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Oak Bluffs
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

4 Race Point-Maushop Village- 2 bedrms, 1.5 baths
Sunny and bright Maushop Village townhome, located steps from the beach stairs and path. Great view of the ocean. Ideal location, with 2 bedrooms and a full bath upstairs and central A/C. Downstairs there is a 1/2 bath, a spacious living room, patios, kitchen and dining area. There is a washer & dryer in the unit. Every amenity and necessity that you could need is provided. The furnishings and decor are Cape Cod coastal casual. Exclusively Offered by: Thurston Residential Real Estate Services

WOW LAKE VIEW! Waterfront, Prvt Beach, King Bed!
Wake up to magnificent panoramic views of a beautiful lake with waves lapping below your window! See a video tour on YouTube: "WOW View! Cape Cod Lakefront Cottage. Private Beach, King bed" Guests love the stylish, peaceful, open design; wall-to-wall, floor-to-ceiling windows; private beach with picnic table and chaise lounge chairs; a full, modern kitchen; luxurious King gel/coil bed, private office, bathroom's curved shower, AC, and much more! It's like being on your own luxury houseboat!

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops)! Bring a car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

Quaint Cape Cod Cottage on a Private Beach!
Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new 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 with 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!

WATERFRONT Cottage, Downtown w/ Beach
DIRECT WATERFRONT in-town beach house with walk-out beach and onsite private parking. This recently renovated 1 bedroom, 1.5 bath, 2-story house is located directly across the street from the famous Black Dog Tavern, right on the bustling year-round Vineyard Haven harbor. This property is no doubt one of the most unique residential properties on Martha’s Vineyard given its proximity to the harbor, ferry terminal, stores, restaurants, bike rentals, beaches & so much more. You will love it!

Private Beach Haven on Seconsett Island
This charming 4-bed, 2-bath Cape house on Seconsett Island is an ideal retreat for those seeking a memorable Cape Cod experience. Nestled in a perfect location, it offers breathtaking views and exclusive access to a private beach. Whether you're into activities like clam digging, kayaking, swimming in the ocean, or exploring the coastline with our powerboat. Book your stay now and embark on an unforgettable adventure. Create memories that will last a lifetime in this picturesque setting.

Spacious 2 Bedroom Lakefront Suite
This beautifully furnished, waterfront, 2 bedroom suite is perfect for people seeking to unwind at a Cape Cod getaway, close to Cape Cod canal and boardwalk and within the historic township of Sandwich, with ocean beaches near by. It has a wrap-around deck overseeing the lake, with access from every room on the lower deck and separate entrance. Each room has spectacular views of the lake and evening sunsets. Our private beach is a few steps away and is available for your enjoyment.

Beachfront Cottage + Studio w. Town Access
Welcome to The Rudder Cottage! Fully renovated 1930's cottage on an ocean front compound, with a picturesque porch overlooking the outer harbor, full basement with washer/dryer and central air. An additional detached studio provides a third bedroom/work space. Stunning views of the Edgartown lighthouse and Cape Poge. Access to private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

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.

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 that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Gorgeous Sunsets! Private family beach!
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!
Popular amenities for beachfront rentals in Oak Bluffs
Pet-friendly beachfront home rentals

MV Waterfront Home -fall dates avail

Beautiful Scraggy Neck on the water House

50s Cottage on Martha’s Vineyard w/Private beach

The Front Cottage: Waterfront/Dock/Hot tub

Waterfront Oasis

Lakefront Stunning Cape Cod Views w Private Beach

Charming 2 Bed Steps to Falmouth Heights Beach

$2m Breathtaking Beachside Cottage w/ ocean views
Beachfront home rentals with a pool

Charming Getaway Post&Beam Home Cozy and Sweet

Edgartown Harbor King Suite

Beach Retreat | Spacious Suite with Fireplace

Captain's Quarters, Cape Cod

ShoestringBayHouse, waterfront & pool in Cotuit

Beachside Villiage-Oceanfront

Spacious Suite w/ Fireplace & Beach Access | Pools

InnSeason Resorts Surfside
Private beachfront home rentals

Cozy Cape Cod Beach House Bungalow

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Private Beach Cottage steps to private beach

Edgartown Waterfront Guesthouse

Stunning 4-bedroom Private Fresh Water Beach Front

Stunning waterfront sunset views of Buzzards Bay

“Valhalla” on West Island

Serenity By The Sea Walk to the Nantucket Sound
Quick stats about beachfront rentals in Oak Bluffs

Total holiday rentals
Explore 20 holiday rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs holiday rentals start at ₹22,839 per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oak Bluffs holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oak Bluffs rentals

4.9 Average rating
Oak Bluffs stays are highly rated by guests – averaging 4.9 out of 5!
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