Apartment holiday rentals in Oak Bluffs

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Top-rated apartment rentals in Oak Bluffs

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A cozy living area features a comfortable blue sofa adorned with colorful cushions. A light wood coffee table sits on a warm-toned floor, surrounded by a dining table with two chairs. Wall art and a softly glowing lamp enhance the inviting atmosphere.
Apartment in Oak Bluffs
5 out of 5 average rating, 3 reviews

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

A covered balcony is seen from the exterior, featuring a small bistro dining set. Adjacent to the balcony, a path leads to the beach, with unobstructed views of the ocean. Lush greenery and white gravel enhance the outdoor setting.
Apartment in Oak Bluffs
4.9 out of 5 average rating, 21 reviews

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!

Guest favourite
A round black table is positioned between two comfortable chairs adorned with patterned upholstery. Atop the table, a decorative floral arrangement includes blue and white flowers, complemented by greenery. A couple of neatly stacked books are also visible.
Apartment in Oak Bluffs
4.84 out of 5 average rating, 51 reviews

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!

Top guest favourite
A serene view of the ocean is framed by white wooden architecture. The calm water reflects a clear blue sky, while a sandy beach lies in the foreground, accompanied by a stone jetty. Benches are positioned along the walkway, inviting relaxation.
Apartment in Oak Bluffs
5 out of 5 average rating, 28 reviews

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!

Top guest favourite
A private deck features a glass-topped table set for dining, surrounded by black metal chairs. Soft blue cushions add comfort to the seating area, while a vase with yellow tulips brings a pop of color. The tranquil view of Deans Pond complements the inviting outdoor space.
Apartment in Popponesset
4.95 out of 5 average rating, 83 reviews

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!

Guest favourite
A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.
Apartment in Tisbury
4.92 out of 5 average rating, 49 reviews

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.

An outdoor saltwater pool is framed by comfortable lounge chairs under clear blue skies. Lush greenery surrounds the pool area, providing a serene atmosphere for relaxation and enjoyment. A set of steps leads into the inviting water.
Apartment in Mashpee
5 out of 5 average rating, 3 reviews

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.

Superhost
A private balcony offers a scenic view of well-maintained green lawns and a gazebo, creating a tranquil outdoor experience. The balcony features decorative wooden railings, while the open sky above enhances the feeling of spaciousness.
Apartment in Oak Bluffs
4.76 out of 5 average rating, 17 reviews

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.

Superhost
The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.
Apartment in Falmouth
4.7 out of 5 average rating, 30 reviews

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!

Superhost
A bright living room is showcased, featuring white sofas and a light wood coffee table. A decorative shelving unit lines the wall, filled with various items. Large windows allow natural light to fill the space, and soft curtains frame the view of the outdoors.
Apartment in Edgartown
4.8 out of 5 average rating, 5 reviews

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!

Top guest favourite
A welcoming living area features a comfortable sectional sofa and two wooden armchairs arranged around a circular coffee table. Natural light fills the space, highlighting a large area rug on the hardwood floor. A well-equipped kitchen is visible in the background.
Apartment in New Seabury
4.97 out of 5 average rating, 161 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 that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

Superhost
A charming duplex features a well-maintained exterior with a landscaped yard, showcasing vibrant hydrangeas in various shades. A gravel driveway leads to the entrance, marked by a stone pillar displaying the number 20. The home is set amidst a backdrop of lush greenery.
Apartment in Falmouth
4.87 out of 5 average rating, 136 reviews

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

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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