
Apartment holiday rentals in Oak Bluffs
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Top-rated apartment rentals in Oak Bluffs
Guests agree: these apartments are highly rated for location, cleanliness and more.

Island Inn - Residential Suite - 32G - Dog-freindl
Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and s

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation rental your home-away-from-home. The quaint 2-bedroom, 2-bath condo offers beautiful beach views, cozy nautical decor, and a covered balcony perfect for socializing with a nice glass of wine. When it's time to explore the island, peruse the shops, restaurants, and lighthouses, or take a ride on the famous Flying Horses Carousel. A memorable Massachusetts vacation starts here!

Serenity on Martha's Vineyard
This 2BR, 2 Full Bath Condo with air condition (AC) and elevator access is located across the street from State Beach (AKA the "Ink Well") in Oak Bluffs. It's on the top floor, recently redecorated, with all the amenities for a wonderful vacation. Both bedrooms have Smart TVs & AC. Free Wi-Fi. Great location, within walking distance to the ferry, beach and downtown Oak Bluffs, restaurants and shops. Car not needed! Get ready to relax and unwind. It's the perfect location! Welcome to Serenity!

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!

Serenity By The Sea Walk to the Nantucket Sound
Enjoy our 1 br condo with the BEST view of all the condos, steps from Deans Pond! Walk to Popponesset Market Place, Popponesset Inn & Nantucket Sound. Stroll the beach, hike through conservations areas. Visit quaint shops, restaurants, antique stores! Full size Chef’s Kitchen! Enjoy morning coffee & evening cocktails on our private deck with that Spectacular View! Spa Rain shower bath, chef's kitchen. Egyptian Cotton Sheets!! NO: Pets-Smoking-Vaping-Parties NO Micro Fiber Sheets!

Private 3bdrm Condo Tashmoo Woods
This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

1BR Condo w/ Balcony in Mashpee, MA
Escape to this inviting 1-bedroom condo at Sea Mist Resort in Mashpee, MA. With 2 full bathrooms, a fully equipped kitchen, a private balcony, and a cozy living area with a sofa bed, this home is ideal for small families or couples. Enjoy amenities like indoor and outdoor pools, in-suite laundry, free Wi-Fi, shared BBQs, and a games room. Minutes from South Cape Beach and local attractions, this charming retreat offers the perfect blend of comfort, convenience, and coastal charm.

Ocean View Gem, Walk to it All, No Car Needed!
Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest. Martha’s Vineyard vacationers dream! Enjoy walking everywhere: Inkwell Beach, Circuit Avenue, Biscuits, OB ferry and harbor, Campground Cottages, Tabernacle, shops, restaurants and more! Have a front seat to Illumination fireworks, spectacular sunrises and romantic sunsets on the private balcony. No car needed; however, parking is available if required.

Condo in Falmouth MA
The Condominium is just 10 minutes from Falmouth and Falmouth Heights, where you can enjoy the road race and 4th of July fireworks. It’s a quick 20-minute drive to the ferry to Martha's Vineyard and Nantucket, and only 5 minutes to the ocean. Guests can unwind in the stand-alone game room with arcade games or relax by the fire pit, take a swim in the pool, or explore the flax pond for kayaking and fishing. Perfect for both relaxation and adventure!

Brand New 2BR Condo w/ Pool. No Pets!
This beautifully renovated condo is in the heart of Edgartown. 5 min walk to downtown shops, restaurants, and waterfront. This unit has 2-bedrooms & 1.5-baths. The master has a king bed and half bath, and the second bedroom features a queen bed and full bath. Enjoy a spacious living room with high ceilings, a full kitchen, and access to outdoor spaces with a pool. Sleeps 4, this condo is the perfect base for your Martha's Vineyard adventure!

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).

A Spectacular. Walk to beach, town and harbor 20
Hi! We are excited to share this newly completed space with you! It’s a fresh, clean and newly renovated townhouse style apartment. All spaces are private to the unit with exception to the parking area. We are steps to everything and have two other cottages on this property in addition to this duplex unit that have lots of great reviews. Please check my profile to help you comfortably make a choice
Popular amenities for Oak Bluffs apartment rentals
Weekly apartment rentals

Island Inn - Residential Suite - 33G - Dog-friendl

Island Inn - Cottage - 21E - Oak Bluffs, MA

Island Inn - Residential Suite - 35G - Oak Bluffs,

Island Inn - Residential Suite - 38G - Oak Bluffs,

Cape Cod Townhouse w/ Patio & Kitchen

Island Inn - Residential Suite - 39G - Oak Bluffs,

Island Inn - Studio Suite - 3B - Dog-friendly - Oa

Island Inn - Residential Suite - 30G - Oak Bluffs,
Pet-friendly apartment rentals

Serene, Cozy, Waterfront, 3 Mi to Downtown!

Clear Pond Pet Friendly Inn

TJs Tide: Prime Location Condo w/ Outdoor Deck

Newly renovated one-bedroom condo in Town

Seaside 2 br Condo (111-3)

Lovely Suite w/ Balcony Overlooking Harbour!

Crow's Nest Down Town New Bedford.

Charming two bedroom Historic District condo.
Apartment rentals with a pool

Surfside Resort Cape Cod, Falmouth MA

1BR w/ Fireplace & Beach Access | Pool + Hot Tub

Falmouth MA, Cape Cod Getaway

Lovely lakefront studio/condo with pool

Beachside Villiage-Oceanfront

Two bedroom condo .on the water Falmouth, ma

Heart of VH, w/ac, pool & harborview

Spectacular Martha's Vineyard Island Home!
Quick stats about apartment rentals in Oak Bluffs

Total holiday rentals
Explore 30 holiday rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs holiday rentals start at £128 per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
30 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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