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Villas in Oak Bluffs

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The best villas in Oak Bluffs

Check out our selection of great villas in Oak Bluffs

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Offering a garden, Island Sanctuary provides accommodations in Oak Bluffs. Guests can benefit from a patio and a children's playground.

All went well & thank you. Enjoyed the property & surroundings.
Review score
Excellent
7 reviews
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Winthrop Cottage offers accommodations in Oak Bluffs, 6.5 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

I liked that the property was close to town. the property had the basics of what we needed. we didn’t stay at the house much, other than to sleep.
Review score
Very Good
10 reviews
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Yellow Brick Road House offers accommodations in Oak Bluffs, 7.5 miles from Edgartown Lighthouse. The air-conditioned accommodation is a 10-minute walk from Eastville Beach.

85 Linton Ave, Oak Bluffs, MA Upon arrival, we could not get in the front door. I called Vacasa support and was given access to the house keys but since there is no deadbolt on the front door, the keys wouldn’t work. The front door lock system was broken and should have been fixed before we rented. The back door was UNLOCKED and that’s how we got in. There was no booklet welcoming us, telling us how to work TV/Bose/AC, etc., not a necessity but certainly expected and missed. Smoke detector is missing from the ceiling in the yellow bedroom. Commode runs on occasion. Bathroom sink drains VERY slowly. Friday we came home to find water coming out from under the refrigerator and oven. Called Support and they are sending someone out to look/fix. We cleaned up the water and no more appeared. Support called back to say no one would be coming on Friday but to call Support if we see water again. The house in general isn’t as equipped with common necessities such as Kleenex, coffee, as other Airbnbs I’ve stayed at. There are only overhead lights in the living room, which was unusual and oddly uncomfortable. Vacasa support was timely and helpful, but overall we both were disappointed with the house experience.
Review score
Very Good
10 reviews
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Oak Bluffs Cottage offers accommodations in Oak Bluffs, 6.8 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a terrace.

This was an adorable 2 story cottage that sleeps 6 people. We were a family of 4 older adults. It was very clean and had all the utensils you needed to be able to cook at home. Except for a can opener. There was a grill to cook on that we didn't have a chance to use. It is located in Oak Bluffs, close to downtown. It is also close to Vineyard Haven and Edgarsville. It is just a short distance from the ferry if you drive a car over.
Review score
Good
6 reviews
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Vineyard Escape offers accommodations in Vineyard Haven, 9.1 miles from Edgartown Lighthouse. This vacation home provides a garden.

We enjoyed the grill and screen porch, quiet location
Review score
Wonderful
6 reviews
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Lily Hill offers accommodations in Vineyard Haven, a 17-minute walk from Owen Park Beach and 8.3 miles from Edgartown Lighthouse. This beachfront property offers access to free Wifi.

The house was perfect for our girls weekend getaway. Great character and ambiance. The views were serene and peaceful.
Review score
Very Good
8 reviews
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Island Time offers accommodations in Vineyard Haven, a 5-minute walk from Owen Park Beach and 8 miles from Edgartown Lighthouse. This vacation home features a garden.

Close to town and buses. Clean and comfortable.
Review score
Excellent
11 reviews
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Wooded Oasis offers accommodations in Edgartown, 4.1 miles from Edgartown Lighthouse.

Quiet and comfortable and convenient. We were close to everything on the island, and we could make dinner if we didn't feel like paying for another high-priced restaurant.
Review score
Excellent
5 reviews
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The CAVU Mansion on Bellevue offers accommodations in Oklahoma Heights, 7.2 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

We liked the size of the home and the beautiful grounds.
Review score
Good
9 reviews
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Harbor Cove Cottage offers accommodations in Edgartown, 2.5 miles from Edgartown Lighthouse. This vacation home offers air-conditioned accommodations with a patio and free Wifi.

The property met our needs, was nestled on a quiet street, and accessible to shops and other towns on the island. And the patio was perfect for morning yoga!
Review score
Good
5 reviews
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All villas in Oak Bluffs

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Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Oak Bluffs this month

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Enjoy breakfast in Oak Bluffs!

  • Review score
    Very Good · 10 reviews

    Yellow Brick Road House offers accommodations in Oak Bluffs, 7.5 miles from Edgartown Lighthouse. The air-conditioned accommodation is a 10-minute walk from Eastville Beach.

    Guest review
    Very close and convenient to everything. Quiet street, plenty of room, well stocked kitchen to cook and eat in
  • Review score
    Very Good · 10 reviews

    Winthrop Cottage offers accommodations in Oak Bluffs, 6.5 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

  • Review score
    Excellent · 7 reviews

    Offering a garden, Island Sanctuary provides accommodations in Oak Bluffs. Guests can benefit from a patio and a children's playground.

    Guest review
    All went well & thank you. Enjoyed the property & surroundings.

  • Charming 3-Bedroom Home in the Heart of Oak Bluffs offers accommodations in Oak Bluffs, 6.8 miles from Edgartown Lighthouse.

  • Waterfront Home with Guest Cottage offers accommodations in Oak Bluffs, 7.2 miles from Edgartown Lighthouse. This vacation home provides a garden.

  • Offering a garden, Blissful Getaway features accommodations in Oak Bluffs. The air-conditioned accommodation is 6 miles from Edgartown Lighthouse.

  • Free Wifi is available throughout the property and Edgartown Lighthouse is 5 miles away. Leading onto a patio, the air-conditioned vacation home consists of a fully equipped kitchen and a TV.

  • Breakfast options

    Guests can benefit from a patio and a children's playground. Free Wifi is available throughout the property and Edgartown Lighthouse is 6.1 miles away.

Great access to the city center! Check these villas in Oak Bluffs

  • Central location
    Review score
    Exceptional · 1 review

    Sunny Side Up offers accommodations in Oak Bluffs, 7.3 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Eastville Beach is 1.2 miles away.

  • Central location
    Review score
    Wonderful · 3 reviews

    Set Sail offers accommodations in Oak Bluffs, 6.7 miles from Edgartown Lighthouse.

  • Central location
    Review score
    Wonderful · 4 reviews

    Canary Cottage offers accommodations in Oak Bluffs, a 13-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse. This vacation home offers accommodations with a terrace.

  • Review score
    Wonderful · 4 reviews

    Fresh Pond Chateau Renovated Bright and Cozy Home offers accommodations in Oak Bluffs, 5.1 miles from Edgartown Lighthouse.

  • Central location
    Review score
    Excellent · 4 reviews

    Island Breeze offers accommodations in Oak Bluffs, 7 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Central location
    Review score
    Very Good · 2 reviews

    Wild Oak Oasis is located in Oak Bluffs, just a few steps from Eastville Beach and 7.8 miles from Edgartown Lighthouse. This beachfront property offers access to free Wifi.

  • Review score
    Very Good · 3 reviews

    Oak Bluffs Beauty offers accommodations in Oak Bluffs, 7.2 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

  • Central location
    Review score
    Very Good · 1 review

    Vineyard Haven offers accommodations in Oak Bluffs, a 19-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse. This vacation home features accommodations with a patio.

  • Review score
    Very Good · 1 review

    Victorian by the Sea offers accommodations in Oak Bluffs, 6.2 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

  • Review score
    Good · 6 reviews

    Oak Bluffs Cottage offers accommodations in Oak Bluffs, 6.8 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a terrace.

  • Review score
    Good · 3 reviews

    Charming MV Cottage Walk to Dtwn Oak Bluffs! is located in Oak Bluffs, just a 13-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse.

  • Review score
    Good · 3 reviews

    Home in Oak Bluffs is located in Oak Bluffs, just 1.8 miles from Eastville Beach and 7 miles from Edgartown Lighthouse. This property offers access to a balcony and free private parking.

  • Review score
    Good · 2 reviews

    Gingerbread Dream offers accommodations in Oak Bluffs, a 13-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse.

  • Central location
    Review score
    Good · 1 review

    The Pinkletink offers accommodations in Oak Bluffs, a 9-minute walk from Inkwell Beach and 6 miles from Edgartown Lighthouse. This vacation home provides a garden.

  • Review score
    Pleasant · 3 reviews

    Oak Leaf Cape Cottage is located in Oak Bluffs, just a 14-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Central location
    Review score
    Fair · 2 reviews

    The Samoset offers accommodations in Oak Bluffs, 6.1 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Review score
    Disappointing · 4 reviews

    Free Wifi is available throughout the property and Edgartown Lighthouse is 6.4 miles away.

  • Central location
    Review score
    Poor · 7 reviews

    Island Getaway offers accommodations in Oak Bluffs, 7.7 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Eastville Beach is a 14-minute walk away.

  • Central location
    Review score
    Poor · 2 reviews

    Marsh Walk offers accommodations in Oak Bluffs, 7.6 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Eastville Beach is a 12-minute walk away.

  • Central location
    Review score
    Bad · 1 review

    #OB Pool House offers accommodations in Oak Bluffs, 5.2 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Bird Street Breeze offers accommodations in Oak Bluffs, 7.1 miles from Edgartown Lighthouse. This vacation home features accommodations with a balcony.

  • Birds of Paradise offers accommodations in Oak Bluffs, 6.8 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Oak Bluffs Town Beach is a 12-minute walk away.

  • The air-conditioned accommodation is 6.8 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Oak Bluffs Town Beach is a 11-minute walk away.

  • Central location

    Sunset Meadows offers accommodations in Oak Bluffs, 7.6 miles from Edgartown Lighthouse. This vacation home features a garden.

  • Central location

    Brewster House offers accommodations in Oak Bluffs, 7 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • The air-conditioned accommodation is 6.8 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Oak Bluffs Town Beach is a 11-minute walk away.

  • Central location

    Sankofa House offers accommodations in Oak Bluffs, 6.8 miles from Edgartown Lighthouse. Free Wifi is available throughout the property and Oak Bluffs Town Beach is a 11-minute walk away.

  • Blissful Island Haven offers accommodations in Oak Bluffs, 6 miles from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

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