Apartment holiday rentals in Oak Bluffs

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Top-rated apartment rentals in Oak Bluffs

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Guest favourite
A modern open-plan living space is displayed, featuring a fully equipped kitchen with stainless steel appliances and a large granite island. A cozy seating area with neutral-toned furniture is illuminated by natural light from multiple windows, creating a bright and inviting atmosphere.
Flat in Vineyard Haven
5 out of 5 average rating, 68 reviews

Walking-distance to town, shops & ferry

Gorgeous modern apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant views of the harbor, on-site parking, beautiful decor & a fully-equipped kitchen. The apartment is set back behind a small cottage & above an architect’s office, so there is plenty of privacy despite being so close to town. There are restaurants, shops, and some harbor facing beaches only a few blocks away. You can also walk to and from the primary ferry terminal (only 5 minutes).

Top guest favourite
The historic property is displayed from the street level, showcasing its architectural charm with a multi-story design. A covered porch is visible, featuring ornate woodwork. Shops line the street, contributing to a lively town atmosphere. Clear skies and bright sunlight enhance the inviting appearance.
Flat in Oak Bluffs
4.92 out of 5 average rating, 123 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?

Top guest favourite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
Flat in Oak Bluffs
4.98 out of 5 average rating, 223 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Top guest favourite
A modern kitchen area is displayed with white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light filters in through multiple windows above, creating an airy and bright atmosphere.
Flat in Oak Bluffs
4.95 out of 5 average rating, 186 reviews

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

Guest favourite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Flat in Falmouth
4.97 out of 5 average rating, 268 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Guest favourite
A bright sleeping area features a spacious bed with white linens and two accent pillows. A small round table and two chairs are positioned near a sliding glass door, which offers a view of the outdoors. Natural light enhances the warm tones of the wooden floor.
Flat in Eastville
4.96 out of 5 average rating, 24 reviews

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful studio apartment. We welcome one guest (and small dog) eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and stone patio, fully enclosed outdoor shower with full temperature range, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

Top guest favourite
A coastal-themed painting is displayed near a bright blue door. The artwork features sandy shores and gentle waves, complemented by tall grasses, conveying a serene beach scene.
Flat in Falmouth
4.95 out of 5 average rating, 185 reviews

Your Private Garden

**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

Top guest favourite
A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.
Flat in Edgartown
5 out of 5 average rating, 118 reviews

Stylish retreat | walk to town | fire pit

* Private garden patio: table & chairs, propane grill, propane fire pit & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

Guest favourite
A two-story, modern building features a stone facade and dark blue exterior accents. The front entry is framed by landscaped greenery. Stairs lead to an upper level, while large windows allow for ample natural light. The setting is surrounded by trees, offering a private atmosphere.
Flat in North Falmouth
4.81 out of 5 average rating, 148 reviews

Quaint North Falmouth near Old Silver Beach

Located in the Quaint village of North Falmouth, yet close to beaches, this one-bedroom Apartment is a great place to relax. It has a tiled walk-in shower and heated floor in the bathroom. The kitchen includes a microwave, toaster oven, cook top stove, and a Keurig coffee maker. The pool is not heated and is open seasonally (July 1 - Labor Day) Very private location. Close to Old Silver Beach!

Top guest favourite
Two black Adirondack chairs are positioned around a small table in a serene backyard setting. A bowl filled with lobster sits atop the table, with a fish pond and rocks in the background, complemented by sun rays filtering through the foliage.
Flat in Sandwich
5 out of 5 average rating, 105 reviews

Cozy Large Private Pet Friendly Studio

Charming, private downstairs studio in historic Sandwich Massachusetts. This is a great space for you and your furry friend! Our place is centrally located 16 miles to Falmouth, 12 miles to Hyannis, 5 miles to shopping at Mashpee Commons, 6-9 miles to local beaches, 2-3 miles to groceries,restaurants and gas, 8 miles to the Sagamore Bridge, and 15 minutes to the Bourne Bridge.

Guest favourite
A charming waterfront building with a distinct blue facade features multiple balconies lined with railing. A lively outdoor dining area is visible on the lower level. Surrounding structures reflect a lively coastal atmosphere, with clear skies and people enjoying the vibrant setting.
Flat in Oak Bluffs
4.88 out of 5 average rating, 164 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

Top guest favourite
A comfortable living room features a floral-patterned couch and a plush armchair, arranged around a wooden coffee table. Natural light pours in through a large bay window, enhancing the light-colored walls. Two decorative lamps add soft illumination, while framed pictures adorn the wall.
Flat in North Falmouth
4.96 out of 5 average rating, 305 reviews

Upscale suite w/ separate entrance.

Charming upscale suite just minutes from Old Silver Beach. Private in-law type apartment on first floor with separate entrance. Beautiful living room with hardwood floors, picture window, bedroom with skylight, wet bar, a/c, fridge, microwave, Keurig, WiFi, tv. Everything you need for a special visit to "Old Cape Cod".

Popular amenities for Oak Bluffs apartment rentals

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Quick stats about flat rentals in Oak Bluffs

  • Total holiday rentals

    Explore 70 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at £66 per night before taxes and fees

  • Verified guest reviews

    Over 3,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    70 of Oak Bluffs holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Bluffs rentals

  • 4.8 Average rating

    Oak Bluffs stays are highly rated by guests – averaging 4.8 out of 5!

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