Apartment vacation rentals in Oak Bluffs

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Top-rated apartment rentals in Oak Bluffs

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Guest favorite
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.
Apartment 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 favorite
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.
Apartment 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 favorite
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.
Apartment 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 favorite
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.
Apartment 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!

Top guest favorite
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.
Apartment in Falmouth
4.97 out of 5 average rating, 261 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

Top guest favorite
A wooden staircase leads down through lush greenery towards a serene lake. Vibrant flowers in a planter add a touch of color to the natural landscape, while tall trees frame the scene, creating a peaceful atmosphere.
Apartment in Sandwich
4.92 out of 5 average rating, 137 reviews

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.

Top guest favorite
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.
Apartment 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

Top guest favorite
A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.
Apartment in Mattapoisett
4.98 out of 5 average rating, 133 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Top guest favorite
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.
Apartment 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 favorite
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.
Apartment 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)

Guest favorite
A charming stone exterior features a distinctive arched design, with two red doors providing access to the private studio. Lush greenery surrounds the entrance, complemented by a gravel pathway and neatly trimmed bushes, evoking a sense of tranquility in the outdoor space.
Apartment in North Falmouth
4.8 out of 5 average rating, 114 reviews

Falmouth, Cozy Studio Near Old Silver Beach

This private studio is located in a quiet neighborhood. Located on the second floor, it has A/C, a skylight, Dish TV Amenities include a gazebo. The kitchenette includes a microwave, toaster oven and a Keurig coffee maker. The pool is NOT heated and is open seasonally (July 1 - Labor Day) Close to beaches! Please note there is NO STOVE in the unit.

Top guest favorite
A spacious living area features hardwood flooring and large windows, including a skylight that invites natural light. Comfortable seating arrangements include a floral-patterned couch and a wooden coffee table. A dining area with wooden chairs is visible in the background.
Apartment in North Falmouth
4.96 out of 5 average rating, 304 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

When is the best time to visit Oak Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,403 GYDG$39,541 GYDG$33,474 GYDG$32,009 GYDG$34,938 GYDG$59,834 GYDG$81,383 GYDG$99,793 GYDG$63,809 GYDG$46,236 GYDG$41,842 GYDG$39,541 GYD
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Quick stats about apartment rentals in Oak Bluffs

  • Total vacation rentals

    Explore 70 vacation rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs vacation rentals start at G$20,921 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oak Bluffs vacation rentals include wi-fi 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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