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Boston, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Boston, MA

Guest-Favorite Family Vacation Rentals in Boston, MA

These kid-friendly vacation rentals in Boston, MA keep you close to top city attractions for a stress-free family vacation.

Chic South End Studio With Patio - Boston, MA
10 184 reviews
Boston, MA
08/14 – 08/18
$430/nighttotal: $1720 (4 )

Chic South End Studio With Patio

1 2
studio , Boston
This Boston studio apartment is centrally located, steps from public transportation and within easy reach of Faneuil Hall Marketplace and the New England Aquarium.
The 470-square-foot unit features a queen-sized bed, full kitchen with dishwasher, in-unit laundry, private patio, and accommodates two guests; nearby attractions include Fenway Park and TD Garden.
233-3 - 4br Boston - Comfortable Family Stay Near Park Zoo - Boston, MA
8.2 27 reviews
Boston, MA
07/17 – 07/18
$1218/nightfor 1 night

233-3 - 4br Boston - Comfortable Family Stay Near Park Zoo

4 2
apartment , Boston
This family-friendly Boston apartment, located approximately 3-4 miles from the JFK Presidential Library and Museum, the Museum of Fine Arts, South Station, and Back Bay, offers convenient access to major attractions.
The 1700-square-foot rental boasts four bedrooms, two bathrooms, sleeps up to 23 guests, and includes amenities such as a fully equipped kitchen, private terrace, free parking, and Wi-Fi.
Brand New Luxury Condo W/ Rooftop Near T, Boston - Boston, MA
10 12 reviews
Boston, MA
07/10 – 07/13
$566/nighttotal: $1698 (3 )

Brand New Luxury Condo W/ Rooftop Near T, Boston

1 6
apartment , Somerville
This luxury condo in Somerville offers a prime location near MIT, just a 5-minute walk from the T station, providing convenient access to Harvard and downtown Boston.
This family-friendly 2-bedroom, 2-bathroom apartment accommodates up to 6 guests, featuring brand-new furnishings, a modern aesthetic, air conditioning, a garden, and a full kitchen with a dishwasher and microwave.
9br6bth Entire House Parking Mit/harvard/td Garden - Boston, MA
10 4 reviews
Boston, MA
10/21 – 10/23
$1660/nighttotal: $3320 (2 )

9br6bth Entire House Parking Mit/harvard/td Garden

1 16
house , Somerville
This renovated 3-story house in Somerville offers prime access to Assembly Row's shops and restaurants, is a 5-minute drive to Encore Boston Harbor, and is within a 7-minute drive or 8-minute walk to the T for downtown Boston attractions.
This family-friendly residence accommodates up to 16 guests with 9 bedrooms and 12 beds, features three full kitchens, provides ample parking with 6 driveway spaces and 6 on-street permits, and includes in-unit laundry and pet-friendly amenities.

Check Out Vacation Rentals with a Pool in Boston, MA

Choose a vacation rental in Boston, MA with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

3br3bth Penthouse 4 Parking Spaces/td/mit/harvard - Boston, MA
10 61 reviews
Boston, MA
07/01 – 07/03
$653/nighttotal: $1306 (2 )

3br3bth Penthouse 4 Parking Spaces/td/mit/harvard

1 4
apartment , Somerville
This Somerville penthouse loft is a 10-minute walk from the T station, providing easy access to Boston and local attractions.
This luxurious 3-bedroom, 3-bathroom residence sleeps 8, boasts two living rooms with Smart TVs, a fully equipped kitchen, in-unit laundry, and free parking including an EV charger; family-friendly amenities are available upon request.
Blueground Shawmut Pool Nr Boston Common Bos-1326 - Boston, MA
Boston, MA
07/05 – 08/06
$419/nighttotal: $13408 (32 )

Blueground Shawmut Pool Nr Boston Common Bos-1326

1 1
apartment , Boston
This Boston South End condo is located 0.9 miles from Boston South Station and a 14-minute walk to Back Bay, offering convenient access to the Freedom Trail, Boston Tea Party Ship & Museum, and Boston Common.
This 730 sq ft apartment accommodates up to 3 guests, featuring 1 bathroom, a full kitchen with a microwave and dishwasher, air conditioning, complimentary WiFi, an indoor swimming pool, a fitness center, and a sauna.
Prime Seaport 2br Steps To Convention Center - Boston, MA
Boston, MA
08/05 – 08/08
$916/nighttotal: $2748 (3 )

Prime Seaport 2br Steps To Convention Center

2 3
apartment , Boston
This 2-bedroom, 2-bathroom condo offers a prime Seaport district location in Boston, steps from the Convention Center and within 1.7 miles of the Old State House and Custom House.
This air-conditioned rental includes Wi-Fi, on-site parking, a full kitchen, and a terrace, accommodating up to 7 guests with a check-out between 8 AM and 11 AM.
Blueground Fenway–kenmore Pool Nr Fenway Park Bos-1244 - Boston, MA
Boston, MA
07/01 – 07/31
$388/nighttotal: $11640 (30 )

Blueground Fenway–kenmore Pool Nr Fenway Park Bos-1244

1 1
apartment , Boston
This one-bedroom condo is located in Boston's Fenway-Kenmore district, an 8-minute walk from Fenway Park and near Boston University and the Museum of Fine Arts.
This 710-square-foot unit accommodates up to 3 guests and features a full kitchen with a dishwasher and microwave, air conditioning, complimentary WiFi, and access to a rooftop swimming pool and fitness center.

Frequently Asked Questions about vacation rentals in Boston, MA

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

    You definitely want to check out the Freedom Trail, a 2.5-mile walking path that takes you past 16 historical sites. It's a great way to learn about the city's revolutionary past. And no trip to Boston is complete without seeing the iconic Fenway Park, home to the Boston Red Sox.
  • What are the best Airbnb and vacation rentals in Boston, MA?

  • Which neighborhood in Boston, MA should you consider for a vacation rental?

    For a lively atmosphere with great restaurants and bars, consider the South End. If you prefer a more historic feel with cobblestone streets and charming shops, Beacon Hill is a great option. And for a more modern vibe with lots of art galleries and trendy cafes, check out the Seaport District.
  • What are the most popular Airbnbs in Boston, MA?

  • What are the top family-friendly attractions in Boston, MA?

    The Boston Children's Museum is a must-visit for kids of all ages. It's packed with interactive exhibits and hands-on activities. The New England Aquarium is another great option, with a variety of marine life to see, including penguins and sharks. And if you're looking for some outdoor fun, the Boston Public Garden offers a beautiful setting for a stroll or a picnic.
  • What are the best vacation rentals with a pool in Boston, MA?

  • When is the best time to book a vacation rental in Boston, MA?

    The best time to book a vacation rental in Boston is usually during the shoulder seasons, like spring (April-May) or fall (September-October). You'll avoid the summer crowds and high prices, and the weather is still pleasant.
  • What are the best rentals for families and kids in Boston, MA?

  • What events or festivals should visitors check out in and around Boston, MA?

    The Boston Marathon in April is a huge event, and it's exciting to watch even if you're not running. The Boston Harborfest in July is a week-long celebration with fireworks, concerts, and boat tours. And for some spooky fun, check out the Boston Haunted Happenings in October.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

    The best vacation 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 are the best budget-friendly activities in Boston, MA?

    Take a walk along the Charles River Esplanade, a beautiful park with stunning views of the city. Visit the Boston Public Library, which is free and offers a beautiful reading room and a variety of exhibits. And explore the many free museums in the city, like the Museum of Fine Arts or the Isabella Stewart Gardner Museum.
  • What are the best restaurants with local dishes in Boston, MA?

    For classic New England clam chowder, head to Union Oyster House. If you're looking for a taste of Boston's Italian heritage, try the North End's famous Italian restaurants, like Regina Pizzeria or Mike's Pastry. And for a more modern take on local cuisine, check out the restaurants in the Seaport District.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route that takes you through the city's historical heart. For a scenic bike ride, try the Charles River Esplanade, which offers a beautiful path along the river. And for a more challenging ride, check out the Minuteman Bikeway, a 10-mile paved trail that winds through the suburbs.
  • Are there pet-friendly attractions in Boston, MA?

    Yes, many parks and attractions in Boston are pet-friendly. The Boston Public Garden allows dogs on leash, and the Charles River Esplanade is a great place for a walk with your pup. Many restaurants also have outdoor seating that's dog-friendly.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than hotels, often at a lower cost. They also provide a more authentic experience, allowing you to live like a local and enjoy the neighborhood.

Destinations nearby

Best Boston, MA vacation rentals with a balcony

Great Alewife 2br W/ Gym & W/d, Nr Red Line, By Blueground - Boston, MA
Boston, MA
08/08 – 11/21
$220/nighttotal: $23100 (105 )

Great Alewife 2br W/ Gym & W/d, Nr Red Line, By Blueground

2 4
apartment , Cambridge
This Cambridge apartment rental is conveniently located near Alewife Station, a 17-minute walk away, providing easy access to public transportation and is approximately 1.8 miles from Harvard University and 2 miles from Harvard Square.
This 1040-square-foot unit features two bedrooms, two bathrooms, and accommodates four guests, offering amenities such as a private balcony, in-unit laundry, a fully equipped kitchen with dishwasher, and access to a swimming pool and on-site barbecue grills.
3 Mi To Blue Hills: Cozy Dual-unit Retreat - Boston, MA
Boston, MA
07/05 – 08/06
$926/nighttotal: $29632 (32 )

3 Mi To Blue Hills: Cozy Dual-unit Retreat

4 1
apartment , Milton
This Milton apartment is located in a quiet neighborhood, 10 miles from downtown Boston's Faneuil Hall Marketplace and Boston Common, 3 miles from Curry College, and close to outdoor recreation at Blue Hills Reservation and Houghton's Pond.
This 1910 square foot, 4-bedroom, 3-bathroom rental accommodates up to 8 guests with amenities including a full kitchen, 6 Smart TVs, air conditioning, WiFi, and 2 balconies, with parking available.
111 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Boston, MA
Boston, MA
08/01 – 09/04
$1488/nighttotal: $50592 (34 )

111 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 1
apartment , Boston
Vacation rental listing for up to 6 people. This accommodation is located in Boston.
Services and facilities include air conditioning, a garden and a washing machine. Enjoy a swimming pool in this apartment in Boston!
Symphony Suites By Thatch - Boston, MA
9.1 42 reviews
Boston, MA
06/19 – 06/23
$537/nighttotal: $2148 (4 )

Symphony Suites By Thatch

1 1
apartment , Boston
Vacation rental listing with an excellent rating of 91% based on 42 reviews. You will be in Boston.
Services and facilities include a dish washer, a kitchen and fast check-in/out. This apartment also has air conditioning!

Neighborhoods and points of interest in Boston, MA

Best Boston, MA vacation rentals with parking

46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Boston, MA
Boston, MA
09/30 – 03/31
$188/nighttotal: $34216 (182 )

46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Boston
Accommodation for 2 guests. You will be based in Boston.
Facilities and services include a freeze, a fridge and free parking. This apartment also has a terrace!
3 Bdrm 2ba Apt Quiet Spotless Parking Top Location - Boston, MA
9.6 214 reviews
Boston, MA
06/17 – 06/20
$836/nighttotal: $2508 (3 )

3 Bdrm 2ba Apt Quiet Spotless Parking Top Location

3 4
apartment , Boston
This Boston apartment is just a 3-minute walk from the Orange and Green Line subway stations, putting you close to Boston Common, the Theatre District, and a charming, quiet neighborhood. It has excellent ratings for location, cleanliness, and user experience.
The apartment has 3 bedrooms and 2 bathrooms, accommodating up to 6 guests. It comes with a fully equipped kitchen, air conditioning, a garden, parking, and internet access, making it a comfortable and convenient home base for exploring Boston.
167 M² House ∙ 2 Bedrooms ∙ 4 Guests - Boston, MA
Boston, MA
06/22 – 09/28
$157/nighttotal: $15386 (98 )

167 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 1
house , Quincy
Vacation rental listing for up to 4 guests. You will stay in Quincy.
Facilities and services include a washing machine, free parking and air conditioning. This house in Quincy is ideal for families.
Hidden Gem In Boston: Long Term 1 Month + Only - Boston, MA
10 1 review
Boston, MA
08/29 – 12/20
$107/nighttotal: $12091 (113 )

Hidden Gem In Boston: Long Term 1 Month + Only

3 2
apartment , Boston
This Hyde Park Boston apartment rental is conveniently located six miles from Blue Hills Ski Area and major attractions including Northeastern University and Franklin Park Zoo, and nine miles from Fenway Park and Copley Square.
This three-bedroom, one-bathroom unit sleeps four guests and includes in-unit laundry, air conditioning, and internet access; explore nearby Boston Fairmount Station and Mattapan Station for easy public transport.
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