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.

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Top 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.
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).

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.
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?

Guest favourite
A newly constructed house is set within a quiet neighborhood, featuring a front porch with seating. Surrounding greenery contributes to a serene atmosphere, while a spacious gravel driveway allows for ample parking. Solar panels are visible on the roof, reflecting modern sustainable living.
Apartment in Tisbury
5 out of 5 average rating, 19 reviews

New 3 Bedroom 2.5 Bath Home Close to Downtown

Brand NEW construction with new high end appliances and spacious open concept living. This family friendly rental is set in a beautiful quiet neighborhood with plenty of free parking available. The large lawn and back deck give plenty of space for some outdoor fun and relaxation. Less than a mile from town, walking distance to the lagoon with and walking trails across the street you will be close to everything when you stay at this centrally-located place. Book with us for your family vacation!

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.
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.

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.
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!

Superhost
The private deck features a wooden surface surrounded by lush greenery. A small round table with four chairs and a grill are visible, along with a ceramic pot containing a plant. A lounge chair sits on an area rug with a geometric pattern, enhancing the outdoor space.
Apartment in Oak Bluffs
4.79 out of 5 average rating, 217 reviews

Sunny Private studio amazing deck kayaks & kitchen

Discover a cozy studio apartment designed for two, complete with its own entrance and a private deck where you can unwind during your island getaway. Enjoy the convenience of a fully equipped kitchen, beach chairs, a beach bag/cooler, and beach towels, all provided for your comfort. Located just a mile away from town and a short 12-minute bike ride to the beach, this spot offers the perfect blend of easy access to Oak Bluffs' restaurants, outdoor activities, and a tranquil neighborhood.

Top 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.
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 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.
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

Superhost
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)

Superhost
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 favourite
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".

Top Guest favourite
A functional kitchen space is equipped with essential appliances, including a stove, microwave, and toaster. Wooden cabinetry houses various kitchenware. The layout features a countertop with a dish rack and a small step stool beneath. Soft lighting creates a welcoming atmosphere.
Apartment in East Falmouth
4.95 out of 5 average rating, 331 reviews

In-law apt. with all the amenities of Home.

Our back yard is 50acres of conservation land. Lots of hiking trails. And the ocean/beach one mile away. About three miles to Walmart and lots of restaurants nearby. A hop skip and a jump to Falmouth Hospital should you be in town to visit a sick friend or relative.

Popular amenities for Oak Bluffs apartment rentals

When is the best time to visit Oak Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$308 NZD$335 NZD$284 NZD$271 NZD$296 NZD$507 NZD$689 NZD$845 NZD$540 NZD$392 NZD$354 NZD$335 NZD
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Quick stats about apartment rentals in Oak Bluffs

  • Total holiday rentals

    Explore 70 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at $177 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oak Bluffs holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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