
Holiday rentals with beach access in Oak Bluffs
Find and book unique accommodation with beach access on Airbnb
Quick stats about holiday rentals with beach access in Oak Bluffs

Total holiday rentals
Explore 280 holiday rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 9,670 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
280 of Oak Bluffs holiday rentals include Wi-Fi 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!
Top-rated Accommodation with Beach Access in Oak Bluffs
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

Arrowsmith Cottage-Oak Bluffs Near Eastville Beach
Welcome to Arrowsmith Cottage! If you are considering bringing your pet, please note - 1 small dog will be considered, but please first contact me directly (scroll down on the cottage's listing page and click on the "Contact Host" button), and tell me a little bit about him/her, as pets require homeowner's written approval and guest’s agreement to the pet fee (generally $100 per stay) and homeowners’ pet rules. Hosts are not responsible for listing inaccuracies due to Airbnb's own input or AI.

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?

The Apartment Guest Suite. Private. Just Renovated
This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this bright and airy 400 space has a sitting area and a full kitchen. Enjoy the outdoor shower and the outdoor sitting area. The location is centrally located and a short walk to a village, providing many amenities. Ask about our other guest suites if you are with others.

Sea View Waterfront Beachfront Apartment
Prime location- right across the street from a sandy beach, a few minutes walk to the harbor, downtown, and transportation (boat, bus, etc). This beautiful street-level one-bedroom apartment sits across the street from the ocean, where you can take a dip and enjoy the beach. The apartment was recently redone and has a small bedroom with a queen size bed, small bathroom, full kitchen, and living room area with pull-out couch. Convenient to take the ferry into Oak Bluffs and walk to the apartment

Newly Renovated! Seconds to sand, fire pit, A/C
Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Private Garden Oasis -Outdoor Shower- Walk to town
* Private garden patio: string lights create chill evenings around the propane fire pit. Table & chairs, propane grill, & 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

Harbor view apartment, a quick walk from the ferry
This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

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.

Cozy 3 bedroom apartment with King bed on Main St.
A 3 min walk to parks, beaches, the Oak Bluffs ferry and public transportation. Located in the middle of all Oak Bluffs has to offer. This apartment sits above Circuit Ave with a large extended front porch overlooking the town. You are only steps away from numerous restaurants, coffee shops, grocery stores and gift shops. A couple of blocks away is Niantic Park, home to 2 basketball courts, 3 tennis/pickleball courts and a playground. Directly behind you are the famous Gingerbread houses.

East Chop Cottage - walk to lighthouse & beach!
This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

impeccable cottage STEPS to downtown OB & beach!
Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

Waterview, Private, Walk to Beach, Mile to Town
Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!
Popular amenities for Oak Bluffs Accommodation with Beach Access
Apartment rentals with beach access

Spacious 2 Bedroom Lakefront Suite

Brand new! Whole apartment, huge tub, full kitchen

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

Sunny Private studio amazing deck kayaks & kitchen

Single Occupancy Oak Bluffs Studio Apartment

Walking-distance to town, shops & ferry

Pet-Friendly Oak Bluffs 3BR | Deck & Fire Pit

Private Studio in South Beach
Holiday House Rentals with beach access

Beautiful 3 bedroom in Oak Bluffs, walk to beach

Martha's Vineyard Vacation Home

Up-Island Escape, Long Point Beach

The Blue Lagoon, Oak Bluffs

Charming 3-Bedroom Home in the Heart of Oak Bluffs

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!

Hidden home in the North Bluff

New Pristine Luxury Home on Martha's Vineyard
Holiday condos with beach access

New Seabury Cape Condo | Pool & Beach Escape

Serenity on Martha's Vineyard

Ocean View Gem, Walk to it All, No Car Needed!

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Brand New 2BR Condo w/ Pool. No Pets!

Heart of VH, w/ac, pool & harborview

Lovely W Falmouth Home steps to bikeway & more!

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $982 NZD | $917 NZD | $922 NZD | $840 NZD | $825 NZD | $976 NZD | $1,008 NZD | $1,249 NZD | $860 NZD | $671 NZD | $721 NZD | $837 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 |
Destinations to explore
- Private suite rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with pools Oak Bluffs
- Hotel rooms Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Beachfront rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- House rentals Oak Bluffs
- Boutique hotels Oak Bluffs
- Rentals with lake access Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with beach access Dukes County
- Rentals with beach access Massachusetts
- Rentals with beach access United States
- Cape Cod
- Mayflower Beach
- East Matunuck State Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Point Judith Lighthouse
- Easton Beach
- Roger Williams Park Zoo
- Sandy Neck Beach
- Saquish Beach
- New Silver Beach
- Nauset Beach
- Narragansett Town Beach
- Skaket Beach
- Pinehills Golf Club
- Falmouth Heights Beach
- Cape Cod Canal
- Race Point Beach
- The Breakers
- Popponesset Peninsula





