Best apartment offers in Oak Bluffs, MA

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Oak Bluffs, MA apartments
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715 Best apartments in Oak Bluffs, MA

Best family friendly Oak Bluffs, MA Holiday Apartments and Self Catering Accommodations

Among the 715 accommodations in Oak Bluffs, MA, here are the 4 best family friendly holiday apartments

Historic, Dog-friendly Beach View House With Fast - Oak Bluffs, MA
9.5 23 reviews
Oak Bluffs, MA
19/07 – 24/07
₹180282/nighttotal: ₹901410 (5 )

Historic, Dog-friendly Beach View House With Fast

6 2
apartment , Oak Bluffs
The Captain Shaw Norris House, a six-bedroom property in Oak Bluffs' East Chop neighbourhood, boasts direct ocean views and is conveniently located near the beach.
This historic 1859 house sleeps eleven guests, including up to four dogs, and offers a fully equipped kitchen, rooftop deck with fire pit, outdoor shower, and ample beach equipment, providing a luxurious family-friendly getaway.
Serene Private Home W/ Large Deck & Yard On Conservation Land - Oak Bluffs, MA
Oak Bluffs, MA
19/07 – 24/07
₹109688/nighttotal: ₹548440 (5 )

Serene Private Home W/ Large Deck & Yard On Conservation Land

4 2
apartment , Oak Bluffs
This Oak Bluffs residence is situated on a private acre in a quiet cul-de-sac, offering a serene retreat yet conveniently located a 1.6 to 2.4 kilometre drive from beautiful beaches and within walking distance to a bus stop and local parks.
This spacious 201 square metre holiday home accommodates up to 12 guests with 4 bedrooms and 3 bathrooms, featuring a large deck, a fully equipped kitchen with a dishwasher and microwave, central air conditioning, and a dog-friendly policy, all set within 4,048 square metres of land adjacent to conservation woods.
Historic, Dog-friendly Beach View House With Fast Wifi, Ocean View, & Grill - Oak Bluffs, MA
Oak Bluffs, MA
19/07 – 24/07
₹199413/nighttotal: ₹997065 (5 )

Historic, Dog-friendly Beach View House With Fast Wifi, Ocean View, & Grill

6 2
apartment , Oak Bluffs
This historic 1859 residence in East Chop, Oak Bluffs, provides direct beach access and ocean vistas, situated a short distance from the Woods Hole Ferry Terminal.
This expansive 260 square meter holiday home accommodates up to eleven guests with six bedrooms and four bathrooms, boasting a fully updated kitchen, a rooftop deck with a firepit, and twelve provided beach chairs, all within easy reach of Inkwell Beach and local attractions such as the Flying Horses Carousel.
Beautiful Estate With Salt Water Pool  & Pond With Kayaks - Oak Bluffs, MA
Oak Bluffs, MA
19/07 – 24/07
₹469563/nighttotal: ₹2347815 (5 )

Beautiful Estate With Salt Water Pool & Pond With Kayaks

5 2
apartment , Oak Bluffs
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.

Best Holiday Apartments and Self Catering Accommodations in Oak Bluffs, MA with a pool

Among the 715 accommodations in Oak Bluffs, MA, here are the 4 best apartments with a pool

Relax & Renew At Luxury Villa With Heated Pool & Hot Tub,tennis,bikes,firepit! - Oak Bluffs, MA
9.2 27 reviews
Oak Bluffs, MA
18/10 – 24/10
₹146547/nighttotal: ₹879282 (6 )

Relax & Renew At Luxury Villa With Heated Pool & Hot Tub,tennis,bikes,firepit!

5 2
apartment , Oak Bluffs
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.
Privacy & Relaxation On Martha's Vineyard - Oak Bluffs, MA
10 8 reviews
Oak Bluffs, MA
18/10 – 24/10
₹173714/nighttotal: ₹1042284 (6 )

Privacy & Relaxation On Martha's Vineyard

6 2
apartment , Tisbury
This six-bedroom Vineyard Haven holiday home, sleeping twelve, is ideally located within 3.2km of Lake Tashmoo, Tisbury Town Beach, and the Vineyard Haven ferry terminal.
The property boasts a private pool, tennis court, spa, and fully equipped kitchen, alongside free Wi-Fi and a DVD player, making it perfect for large families or groups seeking a luxurious self-catering stay.
Relax & Unwind: Poolside Marthas Vineyard Stay - Oak Bluffs, MA
Oak Bluffs, MA
18/10 – 24/10
₹127497/nighttotal: ₹764982 (6 )

Relax & Unwind: Poolside Marthas Vineyard Stay

5 2
apartment , Oak Bluffs
This spacious 272 m² holiday home in Oak Bluffs offers convenient access, being just an 11-minute drive from the Martha's Vineyard Preservation Trust Historic Buildings.
The family-friendly property accommodates up to 10 guests with 5 bedrooms and 5 bathrooms, featuring a private swimming pool, terrace with a fire pit, and a well-equipped kitchen with a dishwasher and microwave, alongside Wi-Fi and air conditioning.
Retreat To Martha's Vineyard With A Private Pool & Outdoor Living In Oak Bluffs\n - Oak Bluffs, MA
10 7 reviews
Oak Bluffs, MA
18/10 – 24/10
₹127368/nighttotal: ₹764208 (6 )

Retreat To Martha's Vineyard With A Private Pool & Outdoor Living In Oak Bluffs\n

4 2
apartment , Oak Bluffs
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.

Frequently asked questions about apartment rentals in Oak Bluffs, MA

  • What are some interesting places to visit in or near Oak Bluffs, MA?

    Oak Bluffs is a charming town, so you'll want to stroll along the iconic gingerbread cottages in the historic district. Head over to the Martha's Vineyard Museum to learn about the island's history, or take a ferry to Edgartown for a taste of old-world New England. If you're looking for a bit of nature, the sprawling Manuel F. Correllus State Forest offers hiking trails and picturesque views.
  • What are the most popular outdoor activities in Oak Bluffs, MA?

    Oak Bluffs is a haven for outdoor enthusiasts. You can spend your days swimming, sunbathing, and kayaking at the beautiful beaches like Oak Bluffs Harbor, or go for a bike ride along the scenic Martha's Vineyard bike path. If you're feeling adventurous, try stand-up paddleboarding or windsurfing in the calm waters.
  • What is Oak Bluffs, MA best known for?

    Oak Bluffs is best known for its iconic gingerbread cottages, a unique architectural style that dates back to the Victorian era. These colourful houses are a popular attraction and a symbol of the town's rich history. The town also boasts a lively summer scene with its bustling harbour, vibrant restaurants, and charming shops.
  • What are the top cultural spots to visit in and around Oak Bluffs, MA?

    Oak Bluffs is a place where history and culture come together. The Martha's Vineyard Museum is a must-visit for anyone interested in the island's past, while the Oak Bluffs Tabernacle is a stunning architectural masterpiece with a fascinating history. For a dose of art, head to the Featherstone Center for the Arts, which hosts exhibitions and workshops throughout the year.
  • What are the closest cities to visit near Oak Bluffs, MA?

    Oak Bluffs is located on Martha's Vineyard, an island off the coast of Cape Cod. The closest cities to Oak Bluffs are Falmouth and Hyannis on Cape Cod, which can be reached by ferry. You can also explore other towns on Martha's Vineyard, such as Edgartown and Vineyard Haven, each with its own unique charm.
  • What are the best ways to relax in Oak Bluffs, MA?

    Oak Bluffs is a place where you can truly unwind. Take a leisurely stroll along the harbour, soaking up the fresh sea air. Grab a coffee at one of the many cafes and watch the world go by. Or, simply relax on the beach, listening to the waves crashing against the shore.
  • What are the advantages of choosing an apartment for your stay in Oak Bluffs, MA?

    Apartments in Oak Bluffs offer a comfortable and convenient alternative to hotels. You'll have more space to relax and spread out, and often include amenities like kitchens, laundry facilities, and private balconies. Many apartments are located within walking distance of the beaches, shops, and restaurants, making it easy to explore the town.

Destinations nearby

Best Oak Bluffs, MA holiday apartments with air conditioning

Clean And Cozy Oak Bluffs Hideaway - Oak Bluffs, MA
9.6 80 reviews
Oak Bluffs, MA
18/10 – 24/10
₹27664/nighttotal: ₹165984 (6 )

Clean And Cozy Oak Bluffs Hideaway

1 2
apartment , Oak Bluffs
This Oak Bluffs apartment is situated 2.4 kilometres from the town's shops and restaurants, enjoying a peaceful location on a private road.
The self-catering flat comprises one bedroom with a queen-size bed, a fully equipped kitchen with gas grill and two decks, accommodating two guests and offering beach essentials.
Newly Built Bayview Home, Steps To Dock/launch On Great Pond - Small Dogs Ok - Oak Bluffs, MA
Oak Bluffs, MA
08/08 – 10/08
₹85097/nighttotal: ₹170194 (2 )

Newly Built Bayview Home, Steps To Dock/launch On Great Pond - Small Dogs Ok

2 4
apartment , Falmouth
This East Falmouth holiday let is located in the town centre, a single property from Great Neck Pond, offering direct water views, and is within 2 kilometres of Falmouth Village and Bristol Beach.
This spacious 104 square metre maisonette accommodates up to six guests with two bedrooms and two bathrooms, featuring air conditioning, a dishwasher, a balcony, and a garden, with dogs up to 14 kilograms welcomed.
Island Oasis - Oak Bluffs, MA
Oak Bluffs, MA
19/07 – 24/07
₹59833/nighttotal: ₹299165 (5 )

Island Oasis

1 2
apartment , Oak Bluffs
This one-bedroom flat in Oak Bluffs offers a prime central location, situated just 400 metres from the town centre and 800 metres from the beach, with a three-minute drive also providing access.
This modern apartment accommodates up to four guests with one bathroom, a kitchen, air conditioning, and two designated parking spaces, making it an ideal base for exploring the island.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View - Oak Bluffs, MA
9.4 88 reviews
Oak Bluffs, MA
18/10 – 24/10
₹40033/nighttotal: ₹240198 (6 )

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View

1 2
apartment , Oak Bluffs
This one-bedroom flat is located in Oak Bluffs, just a short walk from the ferry terminal, Inkwell Beach, and the bustling Circuit Avenue, offering easy access to the island's main attractions and amenities. It has received excellent user ratings, making it a popular choice for travellers.
The flat can accommodate up to four guests and features a fully equipped kitchen, a washing machine, free Wi-Fi, a Smart TV, and parking. Enjoy the convenience of a private terrace or balcony, along with a garden, perfect for relaxing after a day exploring the island.

Best pet-friendly Oak Bluffs, MA holiday apartments

Among the 715 accommodations in Oak Bluffs, MA, here are the 4 best pet friendly holiday apartments

Beautiful And Short Walk Beach, Town And Harbor! - Oak Bluffs, MA
9.9 80 reviews
Oak Bluffs, MA
19/07 – 24/07
₹43262/nighttotal: ₹216310 (5 )

Beautiful And Short Walk Beach, Town And Harbor!

1 2
apartment , Oak Bluffs
This Oak Bluffs apartment, a five-minute walk (approximately 0.8 km) from Oak Bluffs' town centre and beaches, offers a prime location for exploring the island.
The self-catering property sleeps four guests in one bedroom with a king-size bed, one bathroom, and boasts modern amenities including two smart TVs, Wi-Fi, in-unit laundry, a full kitchen with granite countertops, and a private outdoor sitting area with a gas grill.
** Vineyard Vacation Retreat ** With Hot Tub - Oak Bluffs, MA
10 3 reviews
Oak Bluffs, MA
18/10 – 24/10
₹163640/nighttotal: ₹981840 (6 )

** Vineyard Vacation Retreat ** With Hot Tub

2 2
apartment , Oak Bluffs
This Oak Bluffs holiday home is situated less than 1.6km from Farm Neck Golf Club and Oak Bluffs Public Library, and under 3.2km from Circuit Avenue and Martha's Vineyard Hospital.
The two-bedroom, three-bathroom property sleeps four guests and boasts a fully equipped kitchen, patio, fenced yard, and free parking; nearby activities include golfing and exploring the shops and restaurants of Circuit Avenue.
Cozy Downtown Studio - Walk To Ferry & Town - Oak Bluffs, MA
Oak Bluffs, MA
18/10 – 24/10
₹43528/nighttotal: ₹261168 (6 )

Cozy Downtown Studio - Walk To Ferry & Town

1 2
studio , Oak Bluffs
This Oak Bluffs flat offers a prime downtown location, situated just a 3-minute walk from Oak Bluffs Town Beach and 6.4 kilometres from Edgartown Lighthouse.
This studio apartment, covering 34 square metres, accommodates up to six guests and features a fully equipped kitchen with a fridge and toaster, air conditioning, and complimentary WiFi.
Perfect Location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt - Oak Bluffs, MA
10 46 reviews
Oak Bluffs, MA
18/10 – 24/10
₹45921/nighttotal: ₹275526 (6 )

Perfect Location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

1 2
apartment , Oak Bluffs
This historic 1800s flat in Oak Bluffs offers a prime in-town location, just a short walk from the ferry terminal, Inkwell Beach, and the Tabernacle, with Circuit Avenue's shops and eateries within 500 meters.
This one-bedroom, one-bathroom flat accommodates up to four guests and includes a kitchen with a fridge and microwave, air conditioning, and a garden, with pets permitted upon prior approval.
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