Compare Vacation Rentals & Airbnb in Boston, MA

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Boston, MA vacation rentals
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10420 Rentals and Airbnb in Boston, MA

Best family friendly Boston, MA vacation rentals

Among the 10420 accommodations in Boston, MA, here are the 4 best family friendly rentals

Harvard /Mit 2 Bedroom Apartment - Boston, MA
9.9 164 reviews

Harvard /Mit 2 Bedroom Apartment

apartment, Cambridge
This first-floor Cambridge flat is ideally located a 2.4km walk from Harvard, Central, and Inman Squares, offering easy access to shops, restaurants, and public transport links.
The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen, two dedicated workspaces, smart TVs, and a garden, with street parking available via a visitor's pass.
Bright And Airy Apartment With Towering Ceilings - Chic Urban Escape - Boston, MA
No reviews

Bright And Airy Apartment With Towering Ceilings - Chic Urban Escape

apartment, Boston
This two-bedroom flat is located in Boston's Financial District, a few blocks from the State House, North End, Faneuil Hall, and the Seaport, offering convenient access to key city attractions.
This pet-friendly, family-friendly apartment accommodates four guests and features a kitchen with a fridge and microwave, air conditioning, and 24/7 guest support, with pack-n-plays available upon request.
New Luxury 2b2b Apt. One Free Parking Spot - Boston, MA
10 186 reviews

New Luxury 2b2b Apt. One Free Parking Spot

apartment, Brookline
This newly renovated flat in Brookline offers excellent access to public transport, dining, and shopping, situated just over 1.6 kilometres from the Longwood Medical Area, Fenway Park, and Boston University.
This pet-friendly accommodation provides a luxurious 2-bedroom, 2-bathroom layout for up to six guests, featuring a king-size bed in the master suite, two full beds in the second bedroom, and amenities including a fully equipped kitchen, air conditioning, and a fitness centre.
Beautiful 2 Bedroom In Historical Fort Hill Boston - Boston, MA
9.6 389 reviews

Beautiful 2 Bedroom In Historical Fort Hill Boston

apartment, Boston
This two-bedroom flat is situated in the Fort Hill neighbourhood, a 10-minute train ride from downtown Boston, Fenway Park, and various colleges and hospitals. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The flat is ideal for families or groups of up to four people, offering a comfortable and spacious living space. It comes equipped with a modern kitchen, a new bathroom, three smart TVs, and keyless entry for convenient access.

Best Boston, MA vacation rentals with a pool

Among the 10420 accommodations in Boston, MA, here are the 4 best rentals with a pool

Blueground Shawmut Rooftop Pool Nr Boston Common Bos-1151 - Boston, MA
No reviews

Blueground Shawmut Rooftop Pool Nr Boston Common Bos-1151

apartment, Boston
This studio flat is located in Boston's Back Bay district, 1.1 kilometres from the Boston Tea Party Ship & Museum and 18 minutes on foot from Boston Common.
This 38 square metre studio offers accommodation for up to three guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and access to a rooftop swimming pool and fitness centre, with Boston South Station 16 minutes away and Logan Airport 5.9 kilometres distant.
Back Bay 2br2b Steps From Prudential Center Bos-409 - Boston, MA
No reviews

Back Bay 2br2b Steps From Prudential Center Bos-409

apartment, Boston
This Back Bay apartment boasts a prime location, within easy reach of the Prudential Center, Fenway Park (a 2.9km walk), and the Boston Public Garden (1.6km).
The 116 square metre (1248 sq ft) flat offers two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, and access to a rooftop swimming pool and fitness centre.
Central 1br Apartment Assembly Square Pool Gym Parking Sleep 5 - Boston, MA
No reviews

Central 1br Apartment Assembly Square Pool Gym Parking Sleep 5

apartment, Somerville
This Somerville flat is situated in the Winter Hill district, offering a 1.4 kilometre walk to Cambridge College and is 4 kilometres from Inman Square and Boston's North Station and TD Garden.
This 65 square metre apartment accommodates up to seven guests and features a kitchen with a fridge, microwave and dishwasher, air conditioning, a swimming pool, garden, fitness centre, and complimentary on-site parking with free Wi-Fi.
Elegant 2br - 2ba Oasis With Pool & Gym - Boston, MA
10 6 reviews

Elegant 2br - 2ba Oasis With Pool & Gym

apartment, Everett
This centrally located Everett apartment offers easy access to Encore Boston Harbor (a 4-minute drive) and Assembly Row (a 6-minute drive), and is a 14-minute walk from Chelsea station.
The 93-square-metre (1000 sq ft) property boasts six bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a swimming pool, garden, and a fully equipped kitchen.

Frequently Asked Questions about vacation rentals in Boston, MA

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

    You definitely have to check out the Freedom Trail, a 4km walking path that takes you past 16 historical sites, including the Boston Common, the Old North Church, and Paul Revere's House. You also shouldn't miss the Boston Tea Party Ships & Museum, where you can experience a reenactment of the famous event.
  • What are the best Airbnb and vacation 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 central location, consider the Back Bay neighbourhood. It's close to the Public Garden, Newbury Street for shopping, and lots of restaurants. If you want a more historic feel, Beacon Hill is charming and has cobblestone streets, but it can be a bit pricier.
  • 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 Boston Children's Museum is a classic, with interactive exhibits for all ages. The New England Aquarium is also great for kids, with a giant ocean tank and lots of other sea creatures. For a bit of history, check out the Boston Tea Party Ships & Museum. You can even climb aboard a replica of the ship!
  • What are the best vacation 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?

    The best time to book a vacation rental in Boston is usually in the shoulder seasons, like spring (April-May) or autumn (September-October). You'll get better prices and avoid the crowds of summer.
  • 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?

    Boston has lots of festivals throughout the year. The Boston Calling Music Festival is a big one in the spring, and the Boston Marathon in April is a huge event. In the summer, you can catch the Boston Harborfest, with fireworks and lots of activities.
  • 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 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?

    You can walk the Freedom Trail for free, and it takes you past many historic sites. The Boston Public Garden is also free and a great place to relax. For a cheap bite, try the food stalls at the Quincy Market.
  • What are the best restaurants with local dishes in Boston, MA?

    For classic New England seafood, try the Neptune Oyster or the Union Oyster House, both in the downtown area. If you want something more casual, check out the Boston Chowda Company for a bowl of clam chowder.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route that takes you past many historical landmarks. For cycling, the Charles River Esplanade is a lovely flat route that offers beautiful views of the city. You can also cycle along the waterfront, taking in the sights of the harbour.
  • Are there pet-friendly attractions in Boston, MA?

    Yes, many parks in Boston are pet-friendly, including the Boston Common and the Public Garden. The Boston Tea Party Ships & Museum also welcomes well-behaved dogs on a leash.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than hotels. You can also often find rentals with kitchens, which can be great for families or those who want to save money on meals.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox baseball team, is a must-see for sports fans. You can also catch a game at TD Garden, home to the Boston Bruins hockey team and the Boston Celtics basketball team.

Popular destinations

Best Boston, MA vacation rentals with a balcony

3 Mi To Blue Hills Skiing & Hiking! Couples Apt - Boston, MA
No reviews

3 Mi To Blue Hills Skiing & Hiking! Couples Apt

apartment, Milton
This Milton flat offers convenient access to local attractions, situated within 10 kilometres of Franklin Park Zoo, Northeastern University, Boston Medical Centre, and South Shore Plaza, with two underground stations reachable within a 16-minute walk. Guests can enjoy complimentary Wi-Fi in communal areas, a fully equipped kitchen, air conditioning, and private parking, alongside a balcony for relaxation.
Beacon Luxury Suites - Boston, MA
10 2 reviews

Beacon Luxury Suites

apartment, Boston
Beacon Luxury Suites is a 1-bedroom flat located in Boston, just 300 metres from the city centre, a 7-minute walk from Beacon Hill and a 6-minute walk from Boston Common.
This 40 square metre apartment accommodates up to 3 guests and includes air conditioning, a private balcony, complimentary WiFi, and a fully equipped kitchen with a dishwasher and oven, with nearby attractions including the Boston Public Garden and the Freedom Trail.
3br2bth Td Garden/mit/harvard/bos/3 Parking Spaces - Boston, MA
10 28 reviews

3br2bth Td Garden/mit/harvard/bos/3 Parking Spaces

apartment, Somerville
This East Somerville flat is situated near the Sullivan Square tube station (a 0.4km walk), Assembly Row (0.6km walk), offering easy access to Kendall Square, MIT, and Boston city centre.
The four-bedroom property, sleeping up to eight guests, includes a fully equipped kitchen, in-unit laundry, free parking for two cars, and family-friendly amenities such as a high chair and cot (available on request).
Luxury Studio Next To Broadway 8svt - Boston, MA
10 1 review

Luxury Studio Next To Broadway 8svt

studio, Boston
This South Boston apartment is ideally located a 2-minute walk from the Broadway station on the Red Line, offering easy access to Boston Common, Emerson College, and the Seaport District, all within a 3.2km radius.
The 42-square-metre studio flat sleeps two guests and boasts a fully equipped kitchen, in-unit laundry, a terrace, and access to a rooftop offering city views; nearby amenities include restaurants, shops, and the Massachusetts General Hospital (MGH) a short subway ride away.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA vacation rentals with parking

1 Bedroom */Free Parking/harvard,mit,cambridge 2 - Boston, MA
9.2 163 reviews

1 Bedroom */Free Parking/harvard,mit,cambridge 2

apartment, Cambridge
This Cambridge apartment, situated in Central Square, is a short walk from the Massachusetts Institute of Technology (MIT) and Harvard University.
The first-floor flat offers a queen-size bed, a marble kitchen with fridge and microwave, one bathroom, and accommodates up to four guests, boasting amenities including cable TV, internet access, and parking.
East Boston 3br /Walk To Subway+ 2 Min To Airport - Boston, MA
9.8 10 reviews

East Boston 3br /Walk To Subway+ 2 Min To Airport

apartment, Boston
This East Boston flat offers unparalleled convenience, situated just 2 minutes from Logan Airport and directly across from the Wood Island Underground station, providing rapid access to central Boston.
This 3-bedroom flat accommodates up to six guests and features off-street parking for one vehicle, a 65-inch Smart TV, a fully equipped kitchen, and in-unit laundry, with local East Boston restaurants, coffee shops, and stores within walking distance.
Luxury Condo In Boston W/ Backyard & Parking - Boston, MA
9.8 197 reviews

Luxury Condo In Boston W/ Backyard & Parking

apartment, Boston
This East Boston apartment, a five-minute drive from Logan International Airport and a ten-minute drive from Boston city centre, offers easy access to Constitution Beach (a ten-minute walk) and the T subway line.
The two-bedroom, one-bathroom flat sleeps four, boasting a modern kitchen with dishwasher, in-unit laundry, private backyard, and two entrances; nearby attractions include excellent Italian and Latin restaurants.
Cozy 2br Cape Bungalow Near Boston - Boston, MA
No reviews

Cozy 2br Cape Bungalow Near Boston

apartment, Milton
This two-bedroom flat in Milton offers convenient access to major motorways and the extensive outdoor pursuits of the Blue Hills Reservation, located within a well-regarded Boston suburb.
This family-friendly property accommodates up to four guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning and on-site parking for a comfortable stay.
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