Villas and Holiday homes in Boston, MA

326 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Boston, MA villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

326 Villa rentals in Boston, MA

Best Boston, MA villas and holiday homes with a pool

Among the 326 accommodations in Boston, MA, here are the 4 best villas and holiday homes with a pool

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Boston, MA
Boston, MA
21/08 – 24/08
SG$1282/nighttotal: SG$3846 (3 )

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

1 3
cottage , Quincy
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.
Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Boston, MA
9.8 7 reviews
Boston, MA
01/11 – 07/11
SG$864/nighttotal: SG$5184 (6 )

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

3 4
house , Weymouth Town
This beachfront property in Weymouth is just 8 kilometres from the JFK Presidential Library & Museum and a short walk from Wessagusset Beach, offering a peaceful and convenient location for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house provides comfortable accommodation for up to 9 guests across 3 bedrooms and 3 bathrooms, spanning 144 square metres. Guests can enjoy a range of amenities, including a private pool and hot tub, a fully equipped kitchen, and free Wi-Fi, making it ideal for a relaxing and enjoyable stay.
Country Cottage In The City - Boston, MA
9.9 207 reviews
Boston, MA
09/07 – 13/07
SG$337/nighttotal: SG$1348 (4 )

Country Cottage In The City

1 3
house , Boston
This charming cottage is situated in a wooded area near Hyde Park, just a short distance from the T-station and within easy reach of Boston's attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating up to three guests. Amenities include a private garden, swimming pool, designated parking, and modern conveniences such as Wi-Fi and cable TV, making it an ideal base for exploring Boston.
Walk To Mit & T Stop! Kendall Square Extended Base - Boston, MA
Boston, MA
28/06 – 03/07
SG$712/nighttotal: SG$3560 (5 )

Walk To Mit & T Stop! Kendall Square Extended Base

2 2
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.

Best Boston, MA villas and holiday homes with a kitchen

Endless Summer Oceanside Views - Boston, MA
Boston, MA
20/09 – 24/09
SG$862/nighttotal: SG$3448 (4 )

Endless Summer Oceanside Views

1 2
house , Boston
This Boston vacation rental is located a short walk from King's Chapel and Burying Ground and less than 1.6 kilometres from Boston North Station, with close proximity to Custom House, Old State House, and Old North Church.
This 56 square metre accommodation offers 1 bathroom, sleeps up to 6 guests, and includes a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and a private patio.
City Garden Level Studio - Boston, MA
10 7 reviews
Boston, MA
22/10 – 24/10
SG$306/nighttotal: SG$612 (2 )

City Garden Level Studio

1 3
house , Somerville
This basement flat in Magoun Square, Somerville, offers excellent access to the Green, Red, and Orange MBTA lines, placing you within 100 metres of numerous restaurants and cafes, and also near the local bike path.
This studio apartment accommodates up to three guests and features a queen bed and a twin pull-out sofa, with amenities including air conditioning, a private entrance, a kitchen with a fridge, freezer, and microwave, and shared parking and backyard patio access.
North End Entire House - Boston, MA
10 31 reviews
Boston, MA
09/07 – 11/07
SG$1367/nighttotal: SG$2734 (2 )

North End Entire House

1 4
house , Boston
This three-bedroom flat offers a prime location in Boston's North End, just a short walk from TD Garden and historic sites such as the Paul Revere House and Faneuil Hall, with MBTA North Station and Haymarket Station within 300 metres and 500 metres respectively.
Accommodating up to six guests, this property boasts en-suite bathrooms with walk-in closets for each bedroom spread across separate floors, modern comforts including air conditioning and in-room televisions, a fully equipped kitchen, and an in-unit washer and dryer, with a high chair and Pack'n'Play available upon request.
139 M² House ∙ 2 Bedrooms ∙ 6 Guests - Boston, MA
Boston, MA
01/09 – 01/01
SG$387/nighttotal: SG$47214 (122 )

139 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 1
house , Cambridge
Vacation rental for 6 guests. Your accommodation will be based in Cambridge.
Facilities and services include air conditioning, a dish washer and an iron. This is a pet-friendly house!

Frequently asked questions about villa rentals in Boston, MA

Destinations nearby

Best Boston, MA villas and holiday homes with air conditioning

Luxurious Boston Rooftop Views, Walk Everywhere. - Boston, MA
10 95 reviews
Boston, MA
15/09 – 18/09
SG$1795/nighttotal: SG$5385 (3 )

Luxurious Boston Rooftop Views, Walk Everywhere.

1 4
house , Boston
This Back Bay, Boston residence is ideally located on a quiet street, within easy walking distance of numerous restaurants, grocery stores, and Boston's major attractions.
The three-bedroom Victorian property offers a spacious open-plan kitchen and living area across three levels, sleeping up to eight guests and boasting a private rooftop deck with spectacular views; amenities include a fully equipped chef's kitchen, OLED TV, and Wi-Fi.
Beautiful Townhouse Boston's South End - Boston, MA
10 51 reviews
Boston, MA
16/10 – 22/10
SG$1950/nighttotal: SG$11700 (6 )

Beautiful Townhouse Boston's South End

1 6
house , Boston
This three-storey South End townhouse boasts a prime location, within a short walk (less than 0.16km) of numerous restaurants and a bakery in Boston.
The property offers three bedrooms, two bathrooms, sleeping up to six guests, and features a gourmet kitchen, courtyard terrace with gas grill, Sonos sound system, and a master suite with a steam bath; nearby attractions include a dozen eateries and essential services within a 1.6km radius.
2br • 1.5 Bath • Free Parking • Near Harvard - Boston, MA
9.7 20 reviews
Boston, MA
03/07 – 05/07
SG$454/nighttotal: SG$908 (2 )

2br • 1.5 Bath • Free Parking • Near Harvard

1 4
house , Cambridge
This two-bedroom house in Strawberry Hill, Cambridge, is a three-minute walk from Sofra Bakery & Cafe and Intelligentsia Coffee, and within a five-minute walk of Fresh Pond Reservoir and bus routes (71 & 73) to Harvard Square.
The property offers off-street parking, a fully equipped kitchen including a dishwasher, a private washer/dryer, two queen-sized bedrooms with desks, and accommodates up to four guests; nearby attractions include Mt. Auburn Cemetery and the Minutemen Bikeway.
3br2bth Td Garden Bos Mit Harvard 2 Parking Spaces - Boston, MA
9.3 9 reviews
Boston, MA
17/10 – 25/10
SG$662/nighttotal: SG$5296 (8 )

3br2bth Td Garden Bos Mit Harvard 2 Parking Spaces

3 1
house , Somerville
This Somerville holiday home is situated near Cambridge College, 3.7 kilometres from Boston city centre, 2.9 kilometres from Inman Square, and 3.4 kilometres from the Freedom Trail.
The 102-square-metre property, sleeping up to 15 guests in three bedrooms and two bathrooms, boasts free parking, Wi-Fi, and a terrace; nearby amenities include public transport links to explore Boston and its environs.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA villas and holiday homes with jacuzzi

39 - 3br Quincy - Stunning Townhouse Near Adams - Boston, MA
9.7 237 reviews
Boston, MA
14/10 – 17/10
SG$752/nighttotal: SG$2256 (3 )

39 - 3br Quincy - Stunning Townhouse Near Adams

3 2
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.
Heart Of Southie - Hot Tub + Walk To Top Bars - Boston, MA
10 4 reviews
Boston, MA
07/10 – 11/10
SG$3544/nighttotal: SG$14176 (4 )

Heart Of Southie - Hot Tub + Walk To Top Bars

4 4
house , Boston
This South Boston property is situated 0.6km from Carson Beach and a short walk from popular bars and restaurants in the area.
The 167 square metre house boasts four bedrooms, three bathrooms, sleeps thirteen guests, and includes a Jacuzzi, garden, parking, and fully equipped kitchen.
Central Square 3br W/ Parking Luxury House - Boston, MA
9.8 56 reviews
Boston, MA
03/08 – 08/08
SG$713/nighttotal: SG$3565 (5 )

Central Square 3br W/ Parking Luxury House

1 6
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.
©2026 cozycozy.com