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The best holiday homes in Oak Bluffs

Check out our pick of great holiday homes in Oak Bluffs

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with an a bath or shower. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

It was a great house with a huge yard. The property was very specious and comfortable for three people. Very good wi-fi.

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8.8
Fabulous
6 reviews

The spacious holiday home has 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

I love the price at the time.. I love the modern furniture .. I love the kitchen .I love Oaks Bluff

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8.3
Very good
7 reviews
Price from
£675
per night

Island Sanctuary offers accommodation in Oak Bluffs. Falmouth is 12 km away.

All units are air conditioned and feature a satellite TV. There is also a kitchen, equipped with a dishwasher and oven. A microwave, a toaster and fridge are also available, as well as a coffee machine. Every unit is fitted with a private bathroom with free toiletries.

Self contained modern 3 bedroom house with all the fixins!

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8.4
Very good
9 reviews
Price from
£619
per night

The spacious holiday home has 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are available in the holiday home. The property has an outdoor dining area.

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8
Very good
1 reviews
Price from
£581
per night

Set in Oak Bluffs, 8.2 km from Edgartown Lighthouse, Fresh Pond Chateau Renovated Bright and Cozy Home offers air-conditioned accommodation with a balcony and free WiFi. This holiday home provides a garden.

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10
Exceptional
1 reviews

The air-conditioned holiday home consists of 1 bedroom, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

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7
Good
1 reviews
Price from
£460
per night

The spacious holiday home has 4 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The air-conditioned unit at the property features a walk-in shower and a dressing room. The property has an outdoor dining area.

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10
Exceptional
1 reviews
Price from
£1,461
per night

This holiday home features 1 bedroom, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a walk-in shower. Towels and bed linen are available in the holiday home. This holiday home is allergy-free and non-smoking.

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Price from
£494
per night

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

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Price from
£1,130
per night

This air-conditioned 3-bedroom holiday home comes with a seating area, a flat-screen TV and a fully equipped kitchen with kitchenware. For added privacy, the accommodation features a private entrance.

The nearest airport is Martha's Vineyard Airport, 6 km from the holiday home.

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Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Oak Bluffs

Most booked holiday homes in Oak Bluffs this month

Enjoy breakfast in Oak Bluffs!

  • Yellow Brick Road House
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 6 reviews

    Located in Oak Bluffs, 2.3 km from Oak Bluffs Town Beach and 12 km from Edgartown Lighthouse, Yellow Brick Road House offers air conditioning.

    comfortable furniture, great flow and walking distance to one of our events.

  • White Pearl
    Breakfast options
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 7 reviews

    Situated in Oak Bluffs, 8.3 km from Edgartown Lighthouse, White Pearl features air-conditioned accommodation with a patio and free WiFi.

  • Island Sanctuary
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 9 reviews

    Island Sanctuary offers accommodation in Oak Bluffs. Falmouth is 12 km away. All units are air conditioned and feature a satellite TV. There is also a kitchen, equipped with a dishwasher and oven.

    Self contained modern 3 bedroom house with all the fixins!

  • Cozy Bluffs
    Breakfast options

    Boasting air-conditioned accommodation with a patio, Cozy Bluffs is situated in Oak Bluffs. This property offers access to a balcony, free private parking and free WiFi.

  • Blissful Island Haven

    Located in Oak Bluffs, 700 metres from Oak Bluffs Town Beach and 700 metres from Inkwell Beach, Blissful Island Haven provides air-conditioned accommodation with a patio and free WiFi.

  • Walking to the Beach, Bars and Restaurant’s

    Set in Oak Bluffs in the Massachusetts region, Walking to the Beach, Bars and Restaurant’s has a garden.

  • Birds of Paradise

    Situated in Oak Bluffs, 1.3 km from Inkwell Beach and 2.2 km from Eastville Beach, Birds of Paradise offers air conditioning.

  • Oak Bluffs, 2 min away from Circuit ave

    Situated in Oak Bluffs in the Massachusetts region, Oak Bluffs, 2 min away from Circuit ave features a patio.

Save money on holiday homes in Oak Bluffs – budget options available!

  • Gingerbread Dream
    Budget options available

    Gingerbread Dream is set in Oak Bluffs, 1.5 km from Inkwell Beach, 1.9 km from Eastville Beach, as well as 11 km from Edgartown Lighthouse.

  • Set Sail
    Budget options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Set Sail is situated in Oak Bluffs. The property features garden views. Free WiFi is available throughout the property and Edgartown Lighthouse is 11 km away.

  • Frazier Circle
    Budget options available

    Located in Oak Bluffs, 1.2 km from Oak Bluffs Town Beach and 1.4 km from Inkwell Beach, Frazier Circle provides air-conditioned accommodation with a balcony and free WiFi.

  • Tiffany's Treasure
    Budget options available

    Situated in Oak Bluffs, 11 km from Edgartown Lighthouse, Tiffany's Treasure features air-conditioned accommodation with a balcony and free WiFi.

  • Victorian by the Sea
    Budget options available

    Situated in Oak Bluffs, 400 metres from Oak Bluffs Town Beach and 400 metres from Inkwell Beach, Victorian by the Sea features air-conditioned accommodation with a balcony and free WiFi.

  • Fresh Pond Chateau Renovated Bright and Cozy Home
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Set in Oak Bluffs, 8.2 km from Edgartown Lighthouse, Fresh Pond Chateau Renovated Bright and Cozy Home offers air-conditioned accommodation with a balcony and free WiFi.

  • The Burkeshire Manor - Charming Family Home

    Situated in Oak Bluffs, 10 km from Edgartown Lighthouse, The Burkeshire Manor - Charming Family Home features air-conditioned accommodation with a balcony and free WiFi.

  • Private Beach Waterfront Oak-Bluffs Family Cottage

    Boasting air-conditioned accommodation with a patio, Private Beach Waterfront Oak-Bluffs Family Cottage is set in Oak Bluffs.

Great access to the city centre! Check these holiday homes in Oak Bluffs

  • Home in Oak Bluffs
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting garden views, Home in Oak Bluffs features accommodation with a garden and a patio, around 2.4 km from Inkwell Beach.

  • Canary Cottage
    Central location
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Set in Oak Bluffs, 1.1 km from Oak Bluffs Town Beach and 1.5 km from Inkwell Beach, Canary Cottage offers air-conditioned accommodation with a balcony and free WiFi.

  • Island Breeze
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Island Breeze is situated in Oak Bluffs, 2.8 km from Inkwell Beach, 3 km from Oak Bluffs Town Beach, and 11 km from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Bright Grove
    Central location
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 reviews

    Featuring air conditioning, Bright Grove offers accommodation in Oak Bluffs. Falmouth is 11 km from the property. All units include a TV and DVD player.

  • Oak Bluffs Beauty
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Oak Bluffs Beauty is located in Oak Bluffs, 11 km from Falmouth. Hyannis is 32 km away. The accommodation is air conditioned and is equipped with a TV with satellite channels.

  • Oak Bluffs Cottage
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 4 reviews

    Situated in Oak Bluffs, 1.1 km from Oak Bluffs Town Beach and 1.2 km from Inkwell Beach, Oak Bluffs Cottage features air-conditioned accommodation with a balcony and free WiFi.

  • Vineyard Haven
    Central location
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Vineyard Haven is located in Oak Bluffs, 1.5 km from Oak Bluffs Town Beach, 2.1 km from Eastville Beach, as well as 11 km from Edgartown Lighthouse.

  • Farmhouse Fantasy
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Set in Oak Bluffs, 1.4 km from Oak Bluffs Town Beach and 2.6 km from Eastville Beach, Farmhouse Fantasy offers a garden and air conditioning. The holiday home is 11 km from Edgartown Lighthouse.

  • Sunset Meadows
    Central location
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Sunset Meadows offers accommodation in Oak Bluffs. Falmouth is 11 km away. The accommodation is equipped with a TV. There is also a kitchen, equipped with a dishwasher, oven and microwave.

  • The Pinkletink
    Central location
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Offering a garden and garden view, The Pinkletink is located in Oak Bluffs, 800 metres from Inkwell Beach and 2.8 km from Joseph Sylvia State Beach.

  • Wild Oak Oasis
    Central location
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Situated in Oak Bluffs, just 100 metres from Eastville Beach, Wild Oak Oasis features beachfront accommodation with free WiFi.

  • Sunny Side Up
    Central location
    6.5
    Scored 6.5
    Pleasant
    Rated pleasant
     · 4 reviews

    Located in Oak Bluffs, 1.8 km from Eastville Beach and 2.4 km from Inkwell Beach, Sunny Side Up provides air-conditioned accommodation with a patio and free WiFi.

  • Oak Leaf Cape Cottage
    6.3
    Scored 6.3
    Pleasant
    Rated pleasant
     · 3 reviews

    Situated in Oak Bluffs, 1.4 km from Oak Bluffs Town Beach and 1.5 km from Inkwell Beach, Oak Leaf Cape Cottage features air-conditioned accommodation with a patio and free WiFi.

  • Winthrop Cottage
    6.2
    Scored 6.2
    Pleasant
    Rated pleasant
     · 9 reviews

    Located in Oak Bluffs, 1 km from Inkwell Beach and 1.2 km from Oak Bluffs Town Beach, Winthrop Cottage provides air-conditioned accommodation with a patio and free WiFi.

  • Island Getaway
    Central location
    5.9
    Scored 5.9
    Above average
    Rated okay
     · 7 reviews

    Set in Oak Bluffs, 2.5 km from Inkwell Beach and 2.6 km from Oak Bluffs Town Beach, Island Getaway offers air conditioning. The holiday home is 12 km from Edgartown Lighthouse.

  • Brunswick Plain
    5.6
    Scored 5.6
    Above average
    Rated okay
     · 5 reviews

    Brunswick Plain, a property with a garden, is set in Oak Bluffs, 1.5 km from Inkwell Beach, 1.9 km from Eastville Beach, as well as 11 km from Edgartown Lighthouse.

  • Sea Glen Cottage
    5.5
    Scored 5.5
    Average
    Rated passable
     · 2 reviews

    Sea Glen Cottage is set in Oak Bluffs. Guests can benefit from a patio and a children's playground. Free WiFi is available throughout the property and Edgartown Lighthouse is 10 km away.

  • The Samoset
    Central location
    4.3
    Scored 4.3
    Disappointing
    Rated disappointing
     · 3 reviews

    The Samoset offers accommodation in Oak Bluffs. Falmouth is 12 km away. The accommodation has a satellite TV. There is also a kitchen, fitted with a microwave and fridge.

  • Casa Marianne
    Central location
    3.7
    Scored 3.7
    Poor
    Rated poor
     · 3 reviews

    Located in Oak Bluffs in the Massachusetts region, Casa Marianne has a patio. The property is situated 1.8 km from Oak Bluffs Town Beach, 2.4 km from Inkwell Beach and 12 km from Edgartown Lighthouse.

  • Marsh Walk
    Central location
    1.0
    Scored 1.0
    Very poor
    Rated very poor
     · 2 reviews

    Located in Oak Bluffs, 1 km from Eastville Beach and 2.4 km from Oak Bluffs Town Beach, Marsh Walk provides air-conditioned accommodation with a patio and free WiFi.

  • #OB Pool House
    Central location
    1.0
    Scored 1.0
    Very poor
    Rated very poor
     · 1 review

    Featuring air-conditioned accommodation with a private pool, garden view and a balcony, #OB Pool House is located in Oak Bluffs. Guests can benefit from a patio and a children's playground.

  • Traditional Marthas Vineyard Home with Porch and Yard

    Located in Oak Bluffs, 1.5 km from Inkwell Beach and 2 km from Eastville Beach, Traditional Marthas Vineyard Home with Porch and Yard offers air conditioning.

  • Glenn Manor
    Central location

    Situated in Oak Bluffs, 2.2 km from Inkwell Beach and 2.3 km from Oak Bluffs Town Beach, Glenn Manor offers a garden and air conditioning.

  • The Wayland Victorian

    The Wayland Victorian is situated in Oak Bluffs, 11 km from Falmouth. Hyannis is 32 km away. The accommodation features a TV. There is also a kitchen, fitted with a dishwasher and oven.

  • Brewster House
    Central location

    Set in Oak Bluffs, 1.4 km from Eastville Beach and 1.5 km from Oak Bluffs Town Beach, Brewster House offers air-conditioned accommodation with a patio and free WiFi.

  • East Chop 90
    Central location

    Situated in Oak Bluffs, 2.4 km from Oak Bluffs Town Beach and 12 km from Edgartown Lighthouse, East Chop 90 offers a garden and air conditioning. The property features garden views.

  • Vineyard State of Mind

    Set in Oak Bluffs, 2.2 km from Oak Bluffs Town Beach and 2.6 km from Inkwell Beach, Vineyard State of Mind offers a garden and air conditioning. The holiday home is 12 km from Edgartown Lighthouse.

  • Bird's Paradise

    Bird's Paradise is located in Oak Bluffs. Free WiFi is available throughout the property and Edgartown Lighthouse is 9 km away.

FAQ about holiday homes in Oak Bluffs




Holiday homes that guests love in Oak Bluffs

  • Avg. price/night: £414.42
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 531 reviews
    Great stay, great staff, very clean and a perfect location with perfect views
    Nirpal
    Family with young children
  • Avg. price/night: £414.42
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 531 reviews
    The view was wonderful. Located near everything. Very clean and people very friendly.
    Audrey
    Group
  • Avg. price/night: £414.42
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 531 reviews
    Hotel room was very clean, spacious and beautiful... small terrace outside, off of the room, was a bonus! Staff was extremely friendly and helpful! Front porch of the hotel was awesome in the evenings - lots of seating options and faces the water... was very nice!
    Michelle
    Family with young children
  • 8.2
    Scored 8.2
    Very good
    Rated very good
     · 367 reviews
    Very clean and fabulous amenities!!
    Kimberly
    Young couple
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 134 reviews
    Host was exceptional! Good breakfast each day! Location close to everything! Place was very clean!
    edmund
    Young couple
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review
    centrally located- equipped with washer and dryer- nice porch and yard -very clean- thankful for being pet friendly- Kitchen was set up well for cooking/meal prep, house perfect for mother/ daughter- small family get away.
    Anissa
    Solo traveller

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