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

Great Martha's Vineyard House: Everything You Need - Nothing You Don't! - Oak Bluffs, MA
9.4 32 reviews
Oak Bluffs, MA
03/07 – 07/07
₹188090/nighttotal: ₹752360 (4 )

Great Martha's Vineyard House: Everything You Need - Nothing You Don't!

3 7
apartment , Oak Bluffs
This contemporary vineyard house is located in Oak Bluffs, just a short distance from Inkwell Beach and Cape Cod Beaches, and within easy reach of Island Cove Adventures and Fulling Mill Brook Preserve. The property has received excellent reviews from previous guests.
The house has three bedrooms and two bathrooms, covering 173 square metres and accommodating up to nine guests. The property features a modern kitchen, a wraparound deck, an outdoor shower, a jacuzzi, a garden, and parking.
Central Location For Your Vacation - Oak Bluffs, MA
9.6 298 reviews
Oak Bluffs, MA
18/10 – 24/10
₹30257/nighttotal: ₹181542 (6 )

Central Location For Your Vacation

2 2
apartment , Oak Bluffs
This raised ranch apartment, situated 8km from Oak Bluffs, offers easy access to Vineyard Haven (3km) and Edgartown (10km), providing a convenient base for exploring Martha's Vineyard.
The 93 square metre property features two bedrooms sleeping six, a fully equipped kitchen including a dishwasher, a garden, spa, and parking, plus high-speed internet and cable TV; Hulka Healing Therapies are also available.
Beautiful 3 Bedroom  2 Bath Home / Close To Town & Beach - Oak Bluffs, MA
9.8 24 reviews
Oak Bluffs, MA
18/10 – 24/10
₹58829/nighttotal: ₹352974 (6 )

Beautiful 3 Bedroom 2 Bath Home / Close To Town & Beach

3 2
apartment , Oak Bluffs
This charming house is situated in Oak Bluffs, just a short walk from Oak Bluffs Public Library and Circuit Avenue, offering easy access to the town's attractions. It is highly rated by previous guests, consistently receiving excellent reviews.
The property offers 3 bedrooms and 2 bathrooms across 186 square metres, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a fitness centre, a spa tub, a terrace, a garden, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
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.

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

Views, Private Beach, & Pool! - Oak Bluffs, MA
10 2 reviews
Oak Bluffs, MA
03/07 – 07/07
₹262820/nighttotal: ₹1051280 (4 )

Views, Private Beach, & Pool!

6 7
apartment , West Tisbury
This stylish five-bedroom house in Upper Makonikey, West Tisbury, is a five-minute walk from private association beaches and a 1.6-kilometre drive from West Tisbury's town centre.
Offering a private pool with Vineyard Sound views, this three-acre property sleeps ten guests and features three bathrooms, a fully equipped kitchen, and ample parking; nearby amenities include a tennis court.
Exclusive Ultra-luxury Vineyard Retreat - Oak Bluffs, MA
Oak Bluffs, MA
03/07 – 07/07
₹477696/nighttotal: ₹1910784 (4 )

Exclusive Ultra-luxury Vineyard Retreat

1 7
apartment , Oak Bluffs
This family-friendly holiday home in Oak Bluffs provides a private retreat, located a short distance from the town's attractions.
This detached house offers accommodation for up to 8 guests with 4 bedrooms, 3.5 bathrooms, a fully equipped kitchen, private swimming pool, hot tub, and Wi-Fi.
Charming Vineyard Haven Retreat W/ Heated Pool, Walk To Town, & Tashmoo Beach! - Oak Bluffs, MA
Oak Bluffs, MA
18/10 – 24/10
₹147104/nighttotal: ₹882624 (6 )

Charming Vineyard Haven Retreat W/ Heated Pool, Walk To Town, & Tashmoo Beach!

4 2
apartment , Tisbury
This Vineyard Haven retreat is located in Tisbury, offering convenient access to Vineyard Haven town and beaches, with Inkwell Beach and Cape Cod Beaches nearby, and is a short distance from the Woods Hole Ferry Terminal.
This four-bedroom, two-bathroom apartment accommodates up to eight guests and features a private vineyard, a heated swimming pool, air conditioning, and a kitchen equipped with a microwave oven and dishwasher, with parking available.
Relax & Unwind: Poolside Martha’s Vineyard Stay - Oak Bluffs, MA
Oak Bluffs, MA
03/07 – 07/07
₹269192/nighttotal: ₹1076768 (4 )

Relax & Unwind: Poolside Martha’s Vineyard Stay

5 7
apartment , Oak Bluffs
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.

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

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.
Oak Bluffs Allure - Oak Bluffs, MA
Oak Bluffs, MA
03/07 – 07/07
₹367920/nighttotal: ₹1471680 (4 )

Oak Bluffs Allure

1 7
apartment , Oak Bluffs
This custom-built estate in Oak Bluffs, due for completion in May 2026, offers a private retreat with convenient access to local attractions.
This luxury residence sleeps eight and features a main house with three bedrooms and 3.5 bathrooms, alongside a separate one-bedroom, 1.5-bathroom guest home, complete with a heated swimming pool, hot tub, and extensive grounds.
Private Chappaquiddick Retreat - Oak Bluffs, MA
10 21 reviews
Oak Bluffs, MA
03/07 – 07/07
₹140276/nighttotal: ₹561104 (4 )

Private Chappaquiddick Retreat

1 7
apartment , Edgartown
This five-bedroom house, ideal for large families or groups, is situated on Chappaquiddick Island, a short ferry ride from Edgartown, close to the Community Centre and Slip Away Farm.
Sleeping ten guests, this spacious property boasts a contemporary interior, two outdoor showers, a large deck accessible from all bedrooms, and a private three-acre garden with parking; additional sleeping is available in a loft and bunkhouse.
Falmouth Heights House Walk To Beach - Oak Bluffs, MA
9.1 13 reviews
Oak Bluffs, MA
08/08 – 10/08
₹88251/nighttotal: ₹176502 (2 )

Falmouth Heights House Walk To Beach

3 4
apartment , Falmouth
This Falmouth Heights property is a 4-minute walk (approximately 0.3km) from Falmouth Heights beach, near the Martha's Vineyard ferry, and a short drive from Falmouth town centre and Mashpee Commons.
The three-bedroom, two-bathroom house sleeps six, boasting a back deck with barbecue, patio furniture and mini-bar, plus a porch with streaming services and fast Wi-Fi; nearby attractions include Woods Hole's cycle paths.

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

Spacious, Old Vineyard Charm With Private Beach - Oak Bluffs, MA
9.6 79 reviews
Oak Bluffs, MA
03/07 – 07/07
₹179748/nighttotal: ₹718992 (4 )

Spacious, Old Vineyard Charm With Private Beach

5 7
apartment , Edgartown
This five-bedroom, four-bathroom house in Katama, Edgartown, is situated a 4.8km drive from Edgartown town centre, known for its historic architecture and shops, and a short walk or cycle from South Beach.
The property boasts a private beach on Katama Bay, a spacious open-plan living area, a newly renovated kitchen with dishwasher, and features including a Weber gas grill, outdoor shower, private wood pier, and rooftop deck with sunset views; sleeping up to eight guests.
Newly Built Bayview Home, Steps To Dock/launch On Great Pond - Small Dogs Ok - Oak Bluffs, MA
Oak Bluffs, MA
08/08 – 10/08
₹85284/nighttotal: ₹170568 (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.
Lovely 3-bedroom House With Ac In Oak Bluffs Within 15 Min Walk To Circuit/beach - Oak Bluffs, MA
Oak Bluffs, MA
18/10 – 24/10
₹44258/nighttotal: ₹265548 (6 )

Lovely 3-bedroom House With Ac In Oak Bluffs Within 15 Min Walk To Circuit/beach

3 2
apartment , Oak Bluffs
This three-bedroom apartment is conveniently located in Oak Bluffs, a short distance from the Trinity Park Tabernacle and Cottage Museum, and close to natural attractions such as the Cape Cod Beaches and Long Point Wildlife Refuge.
Spanning 111 square meters, this property accommodates up to nine guests with a king bed, queen bed, bunk bed, and a sofa bed, and features a sun room, microwave oven, dishwasher, and air conditioning for a comfortable stay.
Central 2nd-floor Apartment With Propane Stove, Grill, W/d, & Great Location - Oak Bluffs, MA
Oak Bluffs, MA
18/10 – 24/10
₹39329/nighttotal: ₹235974 (6 )

Central 2nd-floor Apartment With Propane Stove, Grill, W/d, & Great Location

2 2
apartment , Tisbury
This Tisbury flat is situated on Main Street in Vineyard Haven, offering excellent walkability within 800 metres of Tisbury Town Beach, Owen Park Beach, and the ferry terminal, with views of the harbour and Owen Park Beach.
This 120 square metre apartment accommodates up to seven guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen with new stainless steel appliances including a dishwasher, air conditioning, a Smart TV, and a covered outdoor area with a gas grill.
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