
Apartment holiday rentals in Oak Bluffs
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Oak Bluffs
Guests agree: These apartments are highly rated for location, cleanliness and more.

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).

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?

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!

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.

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!

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.

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

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

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)

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.

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".

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
Weekly apartment rentals

Carol’s Pristine Nautical Nest

Private Studio Apartment Retreat in the VH Woods!

On Eel Pond: Woods Hole Waterfront Retreat

Brand New! Lovely Apartment-Vineyad Haven.

Lovely pet-friendly 1-bedroom Cape apartment

Private Bed/Bath Suite

Newly Renovated Apartment on Bike Path

Otis Bassett Studio
Private apartment rentals

Cozy apartment-access private beach

Martha's Vineyard Retreat Close to Town and Beach

Katama Loft

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

Guest Suite in Historic Home

Charming West Falmouth walk to bikeway and beach

Cape Cod Cottage Studio - Dogs are welcome

Discover the magic of Martha’s Vineyard! NEW !
Apartment rentals with a hot tub

Beachfront Resort Studio Cape Cod

Oceanfront Condo w/pool & beach

Waterfront, private, very large 2 br apt

Cape Cod Studio on Lovely Ocean Front Resort

Studio on the beach- 4th of July week!

On Smuggler's Beach Cape Cod

Easy & breezy on Cape Cod!

Victorian Oasis: Driveway, hot tub, grill & more
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Rentals with breakfast Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Cottage rentals Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Rentals with lake access Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Hotel rooms Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with pools Oak Bluffs
- Condo rentals Oak Bluffs
- Boutique hotels Oak Bluffs
- Beachfront rentals Oak Bluffs
- House rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Apartment rentals Dukes County
- Apartment rentals Massachusetts
- Apartment rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Onset Beach
- Oakland Beach
- White Horse Beach
- Roger Williams Park Zoo
- Horseneck Beach State Reservation
- Second Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- The Breakers
- Island Park Beach
- Lighthouse Beach
- Inman Road Beach
- Goddard Memorial State Park
- Nauset Beach
- South Shore Beach




