Villas and Holiday homes in Boston, MA

419 available villa offers

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Boston, MA holiday homes
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419 Villa rentals in Boston, MA

Best Boston, MA villas and holiday homes with a pool

Among the 419 accommodations in Boston, MA, here are the 3 best villas and holiday homes with a pool

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Boston, MA
No reviews

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

house, Weymouth Town
House. Your accommodation will be located in Weymouth Town.
Services and facilities: free parking, a swimming pool and a fridge.
Walk To Mit & T Stop! Kendall Square Extended Base - Boston, MA
9.0 2 reviews

Walk To Mit & T Stop! Kendall Square Extended Base

house, Cambridge
This residence is situated in Kendall Square, a brief walk from the Massachusetts Institute of Technology and the Kendall Square Underground station, offering convenient access to Cambridge and Boston.
This 102 square meter property accommodates up to 7 guests across 2 bedrooms and 2 bathrooms, featuring air conditioning, an indoor swimming pool, a fitness centre, a fully equipped kitchen with a dishwasher and oven, and an outdoor dining area.
Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Boston, MA
No reviews

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

cottage, Weymouth Town
This North Weymouth holiday home boasts direct beach access and is located within 10km of South Shore Plaza and under 15km from Nantasket Beach.
Offering three bathrooms, a fully equipped kitchen including a microwave and dishwasher, plus a balcony, this pet-friendly property features on-site amenities such as a swimming pool, barbecue area and free Wi-Fi and parking.

Best Boston, MA villas and holiday homes with a kitchen

(3) New Garage Studio Guesthouse - Boston, MA
9.9 64 reviews

(3) New Garage Studio Guesthouse

house, Cambridge
This newly renovated Cambridge studio guesthouse is situated in North Cambridge, a short walk from Davis Square.
The self-contained apartment, sleeping up to four guests, features a well-equipped kitchenette, a Murphy bed and pull-out sofa, and a dedicated workspace; on-site hosts are available.
Luxury Modern Boston Townhome W/ Parking! - Boston, MA
10 7 reviews

Luxury Modern Boston Townhome W/ Parking!

house, Boston
This luxury townhouse in Readville, Hyde Park, offers a suburban setting with a 32-minute commuter rail journey to central Boston.
This family-friendly residence accommodates eight guests across three bedrooms, featuring a king primary suite, a queen guest bedroom, a twin room, and sofa bed options, alongside a dedicated office space, private off-street parking, and is within 1 kilometre of the Readville Commuter Rail station, Legacy Place, University Avenue, Blue Hills Reservation, and public outdoor tennis courts.
39 - 3br Quincy - Stunning Townhouse Near Adams - Boston, MA
9.7 241 reviews

39 - 3br Quincy - Stunning Townhouse Near Adams

apartment, Quincy
This newly built townhouse is located in Quincy, just 15 kilometres from Boston South Station and Back Bay, and 11 kilometres from the JFK Presidential Library & Museum. The apartment has received excellent ratings for location, cleanliness and user experience.
This three-bedroom apartment offers 177 square metres of space and can comfortably accommodate up to 13 guests. The apartment includes modern amenities such as a fully equipped kitchen with a dishwasher, air conditioning, free parking, and Wi-Fi.
Cozy Duplex Near T - Boston, MA
No reviews

Cozy Duplex Near T

house, Boston
This duplex home is located in Boston, 1.8 kilometres from the Museum of Fine Arts and within a few kilometres of Back Bay, Fenway Park, Boston Common, and Boston University.
This property offers 372 square metres of living space, accommodating up to 12 guests across 3 bedrooms and 3 bathrooms, and includes a fully equipped kitchen, air conditioning, and off-street parking.

Frequently asked questions about villa rentals in Boston, MA

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Best Boston, MA villas and holiday homes with air conditioning

Gorgeous 5 Bedroom Boston Home - Boston, MA
No reviews

Gorgeous 5 Bedroom Boston Home

house, Newton
This five-bedroom Chestnut Hill villa is situated approximately 8 kilometres from Boston University, John F. Kennedy Park, and other Boston attractions, offering easy access to the city's cultural and educational hubs.
The 340 square metre property boasts two living rooms, three bathrooms with bidets, a fully equipped kitchen including a fridge, microwave, and dishwasher, private parking, and a terrace, comfortably accommodating up to 19 guests.
Contemporary Farmhouse-style Retreat Near T - Boston, MA
10 1 review

Contemporary Farmhouse-style Retreat Near T

house, Boston
This contemporary farmhouse-style detached house is located in Boston, offering convenient access to key attractions such as the Museum of Fine Arts (3.9 kilometres) and Fenway Park (5.1 kilometres).
This spacious 186 square metre residence features 4 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a private patio, and parking, accommodating up to 10 guests.
3br3bth Entire House Steps To Downtown & Td Garden - Boston, MA
No reviews

3br3bth Entire House Steps To Downtown & Td Garden

house, Boston
This Boston holiday home is centrally located near North Station, a 5-minute walk from Boston North Station and within walking distance of the Old North Church, King's Chapel, and Boston Common (1.6km).
The 111 square metre property offers three bedrooms, three bathrooms, sleeps up to 11 guests, and includes a fully equipped kitchen, laundry facilities, and free Wi-Fi; its proximity to TD Garden and Logan Airport (4km) adds further convenience.
Historic Brownstone Townhouse, 7 Beds/3.5 Baths, Fenway Boston - Boston, MA
10 173 reviews

Historic Brownstone Townhouse, 7 Beds/3.5 Baths, Fenway Boston

apartment, Boston
This 7-bedroom house is conveniently located in the Fenway–Kenmore district, just a short walk from Fenway Park, Boston University, and the Longwood Medical Area. This property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The spacious 372 square metre house comfortably accommodates up to 16 guests. Enjoy access to a fully equipped kitchen, a private patio, and a garden, ideal for relaxing after a day exploring the city.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA villas and holiday homes with jacuzzi

Central Square 3br W/ Parking Luxury House - Boston, MA
9.8 58 reviews

Central Square 3br W/ Parking Luxury House

house, Cambridge
This newly built (2023) basement apartment is situated in Cambridge's Central Square, a one-minute walk from the Central Square T-station offering easy access to Boston.
The self-contained unit, sleeping two, boasts a kitchenette with fridge, freezer and microwave, super-fast Wi-Fi, and a shared laundry with eco-friendly detergent; parking options include driveway, street and garage spaces.
Hot Tub And Backyard Oasis - Stunning South Boston Escape - Boston, MA
No reviews

Hot Tub And Backyard Oasis - Stunning South Boston Escape

house, Boston
This South Boston detached house is ideally situated within walking distance to Carson Beach (1.3 kilometres) and M Street Beach (1.9 kilometres), with Fat Baby Sushi Bar just 100 metres away and Lincoln Tavern 300 metres away, offering convenient access to local amenities and Boston Logan Airport (5.6 kilometres).
This recently renovated residence accommodates up to 13 guests across 4 bedrooms and 2 bathrooms, featuring a modern kitchen with a large island, a wet bar, a hot tub, a 70-inch television with streaming services, and multiple desk options suitable for remote work, with paid parking available for one vehicle nearby.
Heart Of Southie - Hot Tub + Walk To Top Bars - Boston, MA
9.9 144 reviews

Heart Of Southie - Hot Tub + Walk To Top Bars

house, Boston
This four-bedroom house in South Boston is just a short walk from the beach and within easy reach of bars and restaurants, making it ideal for exploring the city. The property has received excellent ratings for location, cleanliness and overall user experience.
The house is spread over three floors and can comfortably accommodate up to 13 guests. With a fully equipped kitchen, a hot tub, a garden, and secure parking, this house offers everything you need for a relaxing and enjoyable stay.
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