Search accommodations in Oak Bluffs, MA

This expansive five-bedroom, four-bathroom holiday home, accommodating up to ten guests, is situated on the northern edge of Manuel F. Correllus State Forest, offering convenient access within 6 kilometres of Oak Bluffs and its shops, waterfront dining, and beaches, as well as being 6 kilometres from Vineyard Haven and 8 kilometres from Edgartown.
Guests can enjoy a private heated outdoor swimming pool, a spacious terrace and garden, a foosball table for entertainment, a fully equipped kitchen with a dishwasher, an outdoor shower, and driveway parking for six vehicles, with the property being a 6-kilometre drive from Oak Bluffs Town Beach.

This four-bedroom house in Oak Bluffs is a short distance from Lagoon Pond and within easy reach of Farm Neck Golf Club and Featherstone Center for the Arts. The surrounding area is peaceful and offers a secluded retreat with easy access to the island's natural beauty.
The property is ideal for families or groups of up to nine guests and features a spacious living room, an office, an exercise room, and an extensive entertainment area with a pool, decks, and patios. The house also has a fully equipped kitchen, central air conditioning, Wi-Fi, linens, a pool table, and a variety of games.

This spacious five-bedroom residence, situated in the private Fresh Pond Estates of Oak Bluffs, offers direct access to a freshwater pond and is conveniently located 3.2 kilometres from Oak Bluffs centre, 152 metres from a bike path, and a five-minute drive from Edgartown and Vineyard Haven.
This family-friendly holiday home, covering 418 square metres and accommodating up to 12 guests, boasts a heated saltwater pool, Jacuzzi, outdoor kitchen, two fully equipped kitchens including a commercial-grade one, and ample outdoor space with a 21-metre deck perfect for enjoying the surroundings.

This family-friendly holiday home is located in Oak Bluffs, just a short distance from the beach, Circuit Avenue, and other local attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious 4-bedroom property spans 223 square metres and features a range of amenities including a private pool, a Jacuzzi, a tennis court, and a barbecue grill. Guests can enjoy the beautiful weather in the private garden or relax in the comfortable living spaces.

This Oak Bluffs oceanfront condo is situated steps from Ocean Park and Circuit Avenue, within a 0.8 km radius of Seaview Beach and the Oak Bluffs Ferry Terminal.
The two-bedroom apartment, sleeping four, boasts a fully equipped kitchen, private balcony with sea views, and access to onsite amenities including a playground, parking, and free Wi-Fi; books are also provided.

This Oak Bluffs apartment, situated above Vineyard Vines on Circuit Avenue, is a short walk from Oak Bluffs ferry, harbour and beaches.
The 70 square metre (753 square feet) property features two king bedrooms, a living room sleeper sofa accommodating six guests, a fully equipped kitchen, and a terrace; enjoy the on-site spa and parking.

This Oak Bluffs apartment is located a short walk from Inkwell Beach and Oak Bluffs Town Beach, approximately 2.4km from Joseph Sylvia State Beach, and 9.4km from Edgartown Lighthouse.
The 102 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, in-unit laundry, a private balcony with sea views, and free Wi-Fi; it comfortably accommodates families or groups.

This detached residence in Oak Bluffs is situated on a private road, offering seclusion yet remaining within 1.6 kilometres of Circuit Avenue, the beach, shops, and restaurants.
Accommodating up to eight guests, this three-bedroom property features air conditioning, Wi-Fi, a well-equipped kitchen including a dishwasher, and a sunroom opening onto a back deck, with pet-friendly amenities provided.

Bella Luna is located in Falmouth, just 2.1 kilometres from Bristol Beach and within easy reach of other attractions like Sandwich Glass Museum (30.6 kilometres) and Heritage Museums & Gardens (30.6 kilometres). The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 104 square metre holiday home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. The property offers a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

This Oak Bluffs house, near InkWell Beach (4.3km), Martha's Vineyard Airport (9.2km), and the ferry (6.6km), offers easy access to the island's attractions.
The 212 square metre property boasts four bedrooms, three bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, a games room, a sunroom, and a large garden with a patio and BBQ.

This Tisbury house enjoys a central Vineyard Haven location, within a 2.4km walk of the Vineyard Playhouse, Lake Tashmoo, and Vineyard Haven Terminal, and under 1.6km from the Martha's Vineyard Chamber of Commerce and Martha's Vineyard Film Center.
The two-bedroom, two-bathroom property sleeps four guests and offers amenities including a fully equipped kitchen, Wi-Fi, parking, and a garden; pets are welcome.

This waterside flat in Oak Bluffs is located on Brush Pond, offering views of Lagoon Pond and Vineyard Sound, and is within 1.6 kilometres of the Oak Bluffs Steamship Authority and Oak Bluffs Town Beach.
This 77 square metre apartment sleeps four guests, featuring two bedrooms, one bathroom, a full kitchen with a dishwasher, air conditioning, a terrace, a garden, an outdoor shower, and a private washer and dryer, with the Flying Horses Carousel a few blocks away and Joseph Sylvia State Beach 6.4 kilometres distant.

This Falmouth holiday home, peacefully located near Highfield Hall & Gardens (approx. 9.6km), offers easy access to local attractions including the Cape Symphony Falmouth Campus and Woods Hole Oceanographic Institution.
The four-bedroom, three-bathroom property sleeps seven guests and features a fully equipped kitchen, garden, dedicated workspace, and pet-friendly accommodation (restrictions and fees apply).

This newly renovated flat in Falmouth offers prime walkability to the public beach, town centre, local ponds, and the scenic Falmouth bike trail, all within 500 meters.
This property accommodates up to 8 guests with four ensuite bedrooms, a garden, a deck with BBQ facilities, and includes air conditioning and a dishwasher.

This Oak Bluffs apartment, a short walk from the lagoon and beach, is within 1.6-2 km of Oak Bluffs harbour and town centre.
The self-contained one-bedroom flat sleeps four, offering a private entrance, in-unit laundry, air conditioning, and access to a shared garden, grill, and outdoor dining area; State Beach is a seven-minute drive away.

Maushop By The Sea, a self-catering cottage in the New Seabury resort community of Mashpee, Massachusetts, is located steps from a private Maushop beach and a short walk (less than 0.8 km) from Popponesset Marketplace with its renowned Raw Bar.
This one-bedroom holiday home, sleeping up to four guests, features a sunroom, full bathroom, kitchen with dishwasher, washer/dryer, Wi-Fi, and a patio; nearby attractions include Mashpee Commons (a short drive away), the Cape Cod Children's Museum, and the Cape Cod Baseball League.