Vacation Rentals in Boston, MA

6970 available vacation rental offers

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

6970 Holiday rentals and Airbnb in Boston, MA

Best family friendly Boston, MA holiday rentals

Among the 6970 accommodations in Boston, MA, here are the 4 best family friendly rentals

Stunning Family Oasis In Jp Center - Boston, MA
10 2 reviews
Boston, MA
08/08 – 22/08
A$809/nighttotal: A$11326 (14 )

Stunning Family Oasis In Jp Center

1 5
apartment , Boston
This newly renovated five-bedroom flat is situated in Jamaica Plain, a short walk from JP Pond and the dining and cafes of JP Centre.
This spacious apartment, accommodating up to nine guests, features a architect-designed kitchen with high-end appliances including a six-burner Café stove and Spinn espresso machine, individual room climate control, and a private garden, with a Peloton on-site and the JP Centre yoga studio nearby.
74 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Boston, MA
Boston, MA
05/07 – 06/08
A$550/nighttotal: A$17600 (32 )

74 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 1
apartment , Boston
Apartment to rent for 6 people. You will be based in Boston.
Services and facilities: a kitchen, an iron and a fridge. This is a pet-friendly apartment!
Lux 2br Apt W/ Pool And Gym - Boston, MA
9.8 165 reviews
Boston, MA
31/08 – 25/09
A$502/nighttotal: A$12550 (25 )

Lux 2br Apt W/ Pool And Gym

1 2
apartment , Somerville
This Somerville apartment, ideally located near Downtown Boston, offers easy access to the city's attractions, being within a short distance of the city centre.
The 1000 sq ft (93 sq m) two-bedroom, two-bathroom dwelling comfortably sleeps six guests and boasts a fully equipped kitchen, fitness centre, swimming pool, garden, and on-site parking, alongside 24/7 concierge services.
Newly Renovated Open-concept Living Space, Close To Boston, Plenty Of Parking - Boston, MA
9.4 6 reviews
Boston, MA
15/08 – 26/08
A$518/nighttotal: A$5698 (11 )

Newly Renovated Open-concept Living Space, Close To Boston, Plenty Of Parking

3 1
apartment , Milton
This three-bedroom apartment is situated in East Milton Square, just 5km from downtown Boston, with easy access to the 93 highway and public transport. It has received excellent user ratings and is perfect for families or groups of up to six people.
This spacious home covers 232 square metres and is spread over three levels, with a basement for entertainment, an outdoor space for games, and off-street parking. It features a fully equipped kitchen, air conditioning, a spa, and free Wi-Fi.

Best Boston, MA holiday rentals with a pool

Among the 6970 accommodations in Boston, MA, here are the 4 best rentals with a pool

Boston Family Suite With Pool And Gym: Exquisite For Families - Boston, MA
Boston, MA
12/09 – 16/09
A$1929/nighttotal: A$7716 (4 )

Boston Family Suite With Pool And Gym: Exquisite For Families

2 2
apartment , Boston
This two-bedroom, two-bathroom flat is located in Boston's South End, offering convenient access to attractions such as the Boston Children's Museum, Franklin Park Zoo, and the Boston Public Garden, all within a 2 kilometre radius.
This 111 square metre apartment accommodates up to seven guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace, garden, parking, and is fully handicapped accessible with keyless entry.
Elegant Oasis With Pool And Gym - Boston, MA
10 9 reviews
Boston, MA
01/08 – 31/10
A$379/nighttotal: A$34489 (91 )

Elegant Oasis With Pool And Gym

2 1
apartment , Everett
This Everett apartment, conveniently located near Encore Boston Harbour (a 4-minute drive) and Assembly Row (a 6-minute drive), offers easy access to Chelsea station (a 14-minute walk).
The 93-square-metre (1000 square foot) self-catering property features two bedrooms, one bathroom, sleeps six, and includes a swimming pool, spa, garden, parking, and in-unit amenities such as a dishwasher, microwave, and laundry facilities.
Seaport District 1 Br | Outdoor Pool | Sun Deck - Boston, MA
Boston, MA
01/07 – 31/10
A$457/nighttotal: A$55754 (122 )

Seaport District 1 Br | Outdoor Pool | Sun Deck

1 2
apartment , Boston
This Seaport District flat is situated a 2.4km walk from the Institute of Contemporary Art and Boston Harbour, and under 1.6km from the New England Aquarium and the Boston Convention and Exhibition Centre.
The two-bedroom, one-bathroom apartment sleeps three, offering a fully equipped kitchen, free Wi-Fi, a washing machine, sofa bed, and access to a swimming pool, fitness centre, concierge, and parking.
New!  Walk To Beach!  Sunshine House - Boston, MA
10 23 reviews
Boston, MA
03/07 – 10/07
A$598/nighttotal: A$4186 (7 )

New! Walk To Beach! Sunshine House

1 6
apartment , Hull
This Hull house, a short 0.8-kilometre walk from Hull's beach, offers easy access to the town centre, shops, and restaurants.
Sleeping eight guests, this three-bedroom property boasts a fully equipped kitchen, a games room with ping pong, air hockey and foosball, a private swimming pool, and ample outdoor space including a fire pit and grill, plus provided beach gear.

Frequently asked questions about holiday rentals in Boston, MA

  • What should a first-time visitor not miss in Boston, MA?

    You absolutely must visit the Freedom Trail, a 4km walking path that takes you past some of the most important historical sites in the city, including the Boston Common, Paul Revere's House, and the Old North Church. Don't forget to take a walk along the Charles River Esplanade too, a beautiful green space with stunning views of the city.
  • What are the best Airbnb and holiday rentals in Boston, MA?

  • What kind of vacation rentals are on offer in Boston?

    Stay in a home by the beach, a house with a pool, a downtown condo, or an industrial-chic studio. You'll find all kinds of vacation rentals in Boston to choose from for your next visit.
  • Which neighborhood in Boston, MA should you consider for a vacation rental?

    For a vibrant and central location, consider staying in Back Bay. It's close to the Public Garden, Newbury Street, and the Boston Common, and you'll find plenty of shops, restaurants, and bars within easy walking distance. If you're looking for a more relaxed atmosphere, consider Beacon Hill, with its charming cobblestone streets and historic architecture.
  • What are the most popular Airbnbs in Boston, MA?

  • What's an unmissable itinerary for a trip to Boston?

    You need a few days to spend in Boston, but if you're short on time, we recommend these must-see stops in your itinerary. Spend the day following the Freedom Trail, a 2.5-mile trail marked with red brick taking you through downtown Boston and past important historical sites that played a significant role in American history. Then if you want to do some shopping, you might want to check out Faneuil Hall Market Place and grab something to eat at Quincy Market in the central building. Other stops on the Freedom Trail worth visiting include the Paul Revere House, a 17th-century home overlooking a pretty cobblestone-clad square, and North End, where you'll find the Old North Church and "Little Italy." Head over to Hanover Street for coffee and a pastry from one of the many cute cafes, and end the day at the Waterfront. If you want, you can also hop on a sunset cruise to give your feet a rest and watch Boston from the water.
  • What are the top family-friendly attractions in Boston, MA?

    The New England Aquarium is a must-visit for kids, with a wide variety of marine life to see. The Boston Children's Museum is another great option, with interactive exhibits and plenty of hands-on fun. For a bit of history, head to the Boston Tea Party Ships & Museum, where you can learn about the famous event and even take a boat ride.
  • What are the best holiday rentals with a pool in Boston, MA?

  • What are the best activities to do in Boston?

    Once you're done with the Freedom Trail and the museums, there are few other cool things to do in Boston. Head over to Boston's hottest neighborhood: Seaport District, a hub for young innovators. You can also enjoy the outdoors in the Public Garden and the Charles River Esplanade. Head out to Cambridge and wander around the famous Harvard Campus, quirky museums, and boutiques in the area. If you're a beer lover, Boston is famous for its brews, microbreweries, distilleries, and cider houses, so why not sign up for a tipsy tour around the city?
  • When is the best time to book a vacation rental in Boston, MA?

    You'll find the best deals on vacation rentals in Boston during the shoulder seasons, from April to May and September to October, when the weather is still pleasant but the crowds are smaller. If you're looking for a more festive experience, consider booking during the holiday season, from November to December.
  • What are the best rentals for families and kids in Boston, MA?

  • What must-see sites are there in Boston?

    Definitely the Freedom Trail; make this your number one must-see site on your sight-seeing agenda. Also, pay a visit to Fenway Park, the Museum of Fine Arts, and the Boston Tea Party Ship & Museum.
  • What events or festivals should visitors check out in and around Boston, MA?

    The Boston Marathon in April is a huge event, attracting runners and spectators from all over the world. In June, Boston hosts the Boston Pride Parade, a celebration of the LGBTQ+ community. For something more cultural, check out the Boston Harborfest in July, a week-long festival with music, fireworks, and historical re-enactments.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

    The best holiday rentals or Airbnb with a jacuzzi in Boston, MA are Victorian Condo, Modern - Spacious 1br For 4 - Easy Marathon Access and *Heart Of Boston* Downtown/south End/back Bay.

  • What should you eat in Boston?

    Seafood, seafood, seafood: Boston is the place to come if you want to eat excellent seafood. We recommend one of the local specialties, the "sacred cod," along with other delicious dishes like thick and creamy chowder, freshly steamed lobster, and fresh oysters. If seafood is not to your taste, then don't worry. Head to Chinatown for excellent Asian food or grab a bowl of fresh pasta in the North End.
  • What are the best budget-friendly activities in Boston, MA?

    A walk along the Freedom Trail is a great way to explore the city's history without spending a penny. The Boston Public Garden is another free attraction, with beautiful gardens, swan boats, and plenty of space to relax. If you're looking for some exercise, the Charles River Esplanade is a great place to go for a run or bike ride.
  • What are the best restaurants with local dishes in Boston, MA?

    For a taste of traditional New England fare, head to the Union Oyster House, one of the oldest restaurants in the US, and try their famous clam chowder. For something a little more modern, check out the South End, where you'll find a variety of restaurants serving up innovative takes on classic New England dishes.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, taking you past many of the city's historical landmarks. For a scenic bike ride, head to the Charles River Esplanade, which offers stunning views of the city and plenty of space to cycle. The Minuteman Bikeway is a great option for a longer ride, taking you through historic towns and villages.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Public Garden is a popular spot for dog walkers, with plenty of space to let your furry friend run around. The Charles River Esplanade is another great option, with a dedicated off-leash dog area.

Destinations nearby

Best Boston, MA holiday rentals with a balcony

Prime Seaport 2br Steps To Convention Center - Boston, MA
Boston, MA
26/06 – 28/06
A$2027/nighttotal: A$4054 (2 )

Prime Seaport 2br Steps To Convention Center

2 2
apartment , Boston
This Seaport District flat is ideally situated for convention attendees and those wishing to explore Boston's waterfront, offering a short walk to the Boston Convention and Exhibition Centre and proximity to attractions such as the Boston Tea Party Ship and Museum, as well as Boston South Station, with Custom House and Old State House within 2.4 kilometres.
This air-conditioned two-bedroom apartment accommodates up to seven guests and features a fully equipped kitchen, complimentary Wi-Fi, private on-site parking, and a private terrace, with Pleasure Bay Beach located 2.7 kilometres away.
Bright Back Bay 2br W/ Gym, Nr Prudential Center, By Blueground - Boston, MA
Boston, MA
19/08 – 19/12
A$532/nighttotal: A$64904 (122 )

Bright Back Bay 2br W/ Gym, Nr Prudential Center, By Blueground

2 2
apartment , Boston
This Back Bay flat is ideally located in Boston, a short 0.8 km walk from Copley Square and the Hynes Convention Centre, offering easy access to Newbury Street's shops and Boston's public transport.
The 105 square metre self-catering property boasts two bedrooms, two bathrooms, and a balcony, comfortably accommodating four guests and including a fully equipped kitchen, fitness centre access, and in-unit laundry facilities.
Contemporary Farmhouse-style Retreat | Near T - Boston, MA
9.6 18 reviews
Boston, MA
20/08 – 22/08
A$1503/nighttotal: A$3006 (2 )

Contemporary Farmhouse-style Retreat | Near T

4 2
apartment , Boston
This five-bedroom Roxbury flat is situated 0.8km from Franklin Park Zoo and 3.9km from Northeastern University, offering easy access to public transport.
The smoke-free property sleeps nine guests and boasts two bathrooms, a fully equipped kitchen including a dishwasher, in-unit laundry, and a private balcony; nearby attractions include the Longwood Medical Area and MCPHS University.
Vintage 5br Apt In Boston With Free Parking - Boston, MA
9.7 3 reviews
Boston, MA
03/07 – 06/07
A$1732/nighttotal: A$5196 (3 )

Vintage 5br Apt In Boston With Free Parking

5 2
apartment , Boston
This spacious 5-bedroom flat in Boston offers convenient access to Harvard University and Harvard Square, located approximately 4 kilometres away, with Brattle Theatre and Central Square Theatre also within 4 kilometres.
This substantial property boasts 167 square metres of living space, accommodating up to 22 guests with its five bedrooms and two bathrooms, and includes private parking and a balcony.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

4bed Boston - Central Location - Pets Ok - Boston, MA
Boston, MA
02/08 – 04/08
A$698/nighttotal: A$1396 (2 )

4bed Boston - Central Location - Pets Ok

4 8
apartment , Boston
This four-bedroom flat in Boston offers a central location, situated between 5.5 and 7.2 kilometres from the JFK Presidential Library & Museum, the Museum of Fine Arts, the Boston Convention Exhibitors Centre, and Boston South Station.
This spacious 130 square metre dwelling accommodates up to 15 guests with four bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher and oven, and features a terrace, private parking, and complimentary WiFi, with pets being welcome.
3-bedroom Apt (7w2) 20-minuite To Downtown Boston - Boston, MA
9.9 308 reviews
Boston, MA
25/11 – 26/11
A$492/nightfor 1 night

3-bedroom Apt (7w2) 20-minuite To Downtown Boston

1 1
apartment , Boston
This three-bedroom flat is situated just 1.6 kilometres from downtown Boston, offering easy access to the city centre by train and a convenient location for exploring the surrounding area. The property has received excellent ratings for cleanliness and user experience, as well as a very good location rating.
The property is ideal for families or groups of up to six people looking for a comfortable and spacious home away from home. It features a modern kitchen with high-end appliances, a dedicated dining area, a comfortable living room with a large television, three bedrooms with dedicated workspaces, and a Jacuzzi in one of the two bathrooms.
Trendy Back Bay Studio W/ Gym & W/d, Nr Shopping, By Blueground - Boston, MA
Boston, MA
01/08 – 31/10
A$411/nighttotal: A$37401 (91 )

Trendy Back Bay Studio W/ Gym & W/d, Nr Shopping, By Blueground

1 1
studio , Boston
This Back Bay flat is ideally located near Copley Square and Newbury Street, a short walk from the Prudential Center and easily accessible by public transport via Copley and Prudential stations.
The 49-square-metre (527-square-foot) one-bedroom apartment sleeps two, boasting a fully equipped kitchen, in-unit laundry, and access to a building fitness centre; nearby attractions include the Shops at Prudential Center and Northeastern University.
Boston 3bd-walk To Train Station-beach-near Airport - Boston, MA
8.0 2 reviews
Boston, MA
24/09 – 27/09
A$878/nighttotal: A$2634 (3 )

Boston 3bd-walk To Train Station-beach-near Airport

3 2
apartment , Revere
This Revere apartment, ideally situated near Short Beach, Revere Beach, and Winthrop Beach, is just 4km from Logan International Airport and offers easy access to Boston's attractions via a nearby train station.
This three-bedroom dwelling boasts 139 square metres of floor space, accommodating up to 15 guests with amenities including a fully equipped kitchen, private patio, in-unit laundry, and free Wi-Fi.
©2026 cozycozy.com