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Villa vacation rentals in Boston

Find and book unique villas on Airbnb

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Popular amenities for Boston villa rentals

Family-friendly villa rentals

A charming waterfront home is displayed, featuring a light-colored facade and a welcoming front door. A well-maintained lawn surrounds the house, with a brick pathway leading to the entrance. Nearby structures are visible in the background under a clear sky.
Villa in Gloucester

Perrywinkle: Waterfront on Gloucester’s Rocky Neck

JimRating, 5 stars22 months ago
Great area. Great place.
A charming Victorian home is set on a grassy hillside, showcasing white siding and large windows. The front porch features a welcoming entrance, surrounded by well-maintained landscaping, including trees and shrubs. Clear blue skies create a bright backdrop for this inviting property.
Villa in Rockport
4.67 out of 5 average rating, 3 reviews

Pleasant House in Rockport: Old-world charm and

RebeccaRating, 5 stars35 months ago
This house is gigantic! Four full bathrooms (two upstairs, two downstairs). One of the upstairs bathrooms has a shower/tub and the rest have shower stalls. The kitchen and the grill were well-equipped and everything was in working order. The decor has a lot of personality -- clearly someone really loves pop music. One thing worth mentioning, a few of the bedrooms have an unexpected step up or down when you leave the room, including the one bedroom that's on the ground floor. This might be an issue for people who are older or less confident on stairs? But it wasn't a problem for my family.
A view of the serene Annisquam River is framed by blooming lilac flowers. A gazebo is positioned to the left, overlooking the water. A round table and chairs are set on a deck, providing a perfect spot to enjoy the tranquil scenery.
Villa in Gloucester
4.6 out of 5 average rating, 5 reviews

Sunset Cove: Waterfront home in the Goose Cove

JasonRating, 5 stars22 months ago
The Cape Ann area was lovely for a family vacation. The house has tremendous views. Spacious and well-appointed. Great spot to soak in the water views. Very comfortable.
A spacious living area features a classic billiards table with a green felt surface, positioned prominently under natural light from large windows. A sectional sofa is visible in the background, complemented by minimalistic decor.
Villa in Gloucester

Plaisance: Enjoy the best of Gloucester living.

BarryRating, 5 stars35 months ago
The house was beautiful. Just as we expected! Thanks for making our stay a great memory.
Top guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. A white countertop extends into a pass-through bar, with a bowl of snacks displayed. Natural light filters through the window, illuminating the sleek cabinetry and grey tile backsplash.
Villa in Cambridge
4.98 out of 5 average rating, 260 reviews

Phil's Harvard & MIT Home

AmandaRating, 5 stars4 days ago
Phil's apartment was perfectly located for our reunion, just steps from Harvard Yard and in close proximity to wonderful cafes and museums. It felt very private and was easy to access. We appreciate Phil's inclusion of extras like water bottles in the fridge, and also his willingness to be flexible around check-in and check-out times. Would absolutely stay again.
The two-story home features a wraparound porch with multiple seating areas and outdoor railings. Lush green lawns and well-maintained hedges surround the property, which showcases a symmetrical façade and ample windows for natural light.
Villa in Gloucester

Over By Good Harbor: Phenomenal views and just

AdhwaRating, 5 stars60 months ago
Simply beautiful! We had a couple of issues accessing the house because of a wrong code, and issues with hot water but the host was really quick to respond and was extremely accommodating. One thing I'd say is, the neighbouring houses are closer than they appear so it wasn't as private as we expected.
A charming Queen Anne-style house is presented in a serene outdoor setting. Lush greenery and colorful flowers surround the entrance, enhancing the inviting appearance. A balcony can be seen on the second floor, offering a view of the tranquil surroundings.
Villa in Annisquam
4.67 out of 5 average rating, 3 reviews

Helena House: European flair, close to Plum Cove

EmmanuelRating, 5 stars22 months ago
We immediately felt at home at Helena’s House. The bedrooms are large and comfortable, the living rooms are welcoming and the kitchen is well equipped. Add an excellent location and all the ingredients of a great stay were in place. All in all, the house is larger than what the pictures suggest and will comfortably house a group of eight. We would definitely come back.
A spacious deck is shown with multiple lounge chairs positioned for sunbathing. The view extends toward the ocean, with distant houses visible along the shoreline and greenery interspersed throughout the landscape.
Villa in Gloucester

Salt Island Views: Walking distance to both Good

Private villa rentals

A charming three-bedroom house is presented, featuring a large front porch. The property is surrounded by vibrant autumn foliage, creating a welcoming facade. A prominent sign displays the home's amenities, highlighting its proximity to Harvard Yard and available parking.
Villa in Cambridge

Harvard Sq 3BR House w/ parking

TimRating, 5 stars2 weeks ago
fantastic location and a great place for groups. highly recommended
A view of the serene Annisquam River is framed by blooming lilac flowers. A gazebo is positioned to the left, overlooking the water. A round table and chairs are set on a deck, providing a perfect spot to enjoy the tranquil scenery.
Villa in Gloucester
4.6 out of 5 average rating, 5 reviews

Sunset Cove: Waterfront home in the Goose Cove

JasonRating, 5 stars22 months ago
The Cape Ann area was lovely for a family vacation. The house has tremendous views. Spacious and well-appointed. Great spot to soak in the water views. Very comfortable.
Top guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. A white countertop extends into a pass-through bar, with a bowl of snacks displayed. Natural light filters through the window, illuminating the sleek cabinetry and grey tile backsplash.
Villa in Cambridge
4.98 out of 5 average rating, 260 reviews

Phil's Harvard & MIT Home

AmandaRating, 5 stars4 days ago
Phil's apartment was perfectly located for our reunion, just steps from Harvard Yard and in close proximity to wonderful cafes and museums. It felt very private and was easy to access. We appreciate Phil's inclusion of extras like water bottles in the fridge, and also his willingness to be flexible around check-in and check-out times. Would absolutely stay again.
The two-story home features a wraparound porch with multiple seating areas and outdoor railings. Lush green lawns and well-maintained hedges surround the property, which showcases a symmetrical façade and ample windows for natural light.
Villa in Gloucester

Over By Good Harbor: Phenomenal views and just

AdhwaRating, 5 stars60 months ago
Simply beautiful! We had a couple of issues accessing the house because of a wrong code, and issues with hot water but the host was really quick to respond and was extremely accommodating. One thing I'd say is, the neighbouring houses are closer than they appear so it wasn't as private as we expected.
Guest favorite
An open-concept living space is highlighted by warm wood flooring and soft lighting. A modern kitchen with wooden cabinets and sleek countertops is visible in the background. Comfortable seating is arranged around a glass coffee table, inviting relaxation and conversation.
Villa in Newton
4.93 out of 5 average rating, 69 reviews

Explore Boston in style! Dream home, pool, sauna.

IshunRating, 5 stars3 weeks ago
Wonderful host and location. Enjoyed our graduation week at this lovely property.
A charming waterfront home is displayed, featuring a light-colored facade and a welcoming front door. A well-maintained lawn surrounds the house, with a brick pathway leading to the entrance. Nearby structures are visible in the background under a clear sky.
Villa in Gloucester

Perrywinkle: Waterfront on Gloucester’s Rocky Neck

JimRating, 5 stars22 months ago
Great area. Great place.
A charming Victorian home is set on a grassy hillside, showcasing white siding and large windows. The front porch features a welcoming entrance, surrounded by well-maintained landscaping, including trees and shrubs. Clear blue skies create a bright backdrop for this inviting property.
Villa in Rockport
4.67 out of 5 average rating, 3 reviews

Pleasant House in Rockport: Old-world charm and

RebeccaRating, 5 stars35 months ago
This house is gigantic! Four full bathrooms (two upstairs, two downstairs). One of the upstairs bathrooms has a shower/tub and the rest have shower stalls. The kitchen and the grill were well-equipped and everything was in working order. The decor has a lot of personality -- clearly someone really loves pop music. One thing worth mentioning, a few of the bedrooms have an unexpected step up or down when you leave the room, including the one bedroom that's on the ground floor. This might be an issue for people who are older or less confident on stairs? But it wasn't a problem for my family.
A spacious living area features a classic billiards table with a green felt surface, positioned prominently under natural light from large windows. A sectional sofa is visible in the background, complemented by minimalistic decor.
Villa in Gloucester

Plaisance: Enjoy the best of Gloucester living.

BarryRating, 5 stars35 months ago
The house was beautiful. Just as we expected! Thanks for making our stay a great memory.

Quick stats about villa rentals in Boston

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$10,457 GYD before taxes and fees

  • Total number of reviews

    810 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Fenway Park, Boston Common, and TD Garden

Destinations to explore

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