Holiday Rentals in Boston, MA

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Boston, MA holiday rentals
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10420 Holiday rentals and Airbnb in Boston, MA

Best family friendly Boston, MA holiday rentals

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

The Heart Of Southie (Garage + Roof Deck) - Boston, MA
10 63 reviews

The Heart Of Southie (Garage + Roof Deck)

apartment, Boston
This South Boston apartment, less than 1.6km from the University of Massachusetts Boston and the Boston Convention and Exhibition Centre, and under 5km from Copley Square and Boston Common, offers convenient access to public transport and major attractions.
The 84 square metre property features two bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private patio, Jacuzzi, and free Wi-Fi.
Hyatus Luxury Residences Boston Everett Premier Collection - Boston, MA
9.8 14 reviews

Hyatus Luxury Residences Boston Everett Premier Collection

apartment, Everett
This two-bedroom, two-bathroom flat in Everett is situated 4.5 kilometres from Cambridge College and 5.9 kilometres from North Station, with Boston Logan International Airport just 4 kilometres away.
This 93 square metre apartment accommodates up to nine guests and features air conditioning, complimentary Wi-Fi, a fully equipped kitchen with a fridge and microwave, a swimming pool, a bar, and a fitness centre.
Very Modern Apartment Dedicated Driveway Parking - Boston, MA
9.9 122 reviews

Very Modern Apartment Dedicated Driveway Parking

apartment, Quincy
This two-bedroom flat in Quincy is conveniently located just a short distance from the city centre, offering easy access to local attractions, shops, and restaurants. The property has received excellent ratings for its cleanliness, location, and overall guest experience.
The comfortable flat can accommodate up to four guests, and is well-equipped with modern amenities including a fully fitted kitchen, air conditioning, and a private garden. Guests can also enjoy free parking and high-speed internet access.
The Boiler Room - Close To Subway & Downtown - Boston, MA
9.8 749 reviews

The Boiler Room - Close To Subway & Downtown

apartment, Boston
This apartment is located in Dorchester, a peaceful neighbourhood just south of Boston, within easy reach of Franklin Park Zoo and the University of Massachusetts Boston. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is well-equipped with a kitchen, a terrace, and a comfortable living space. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a spa, a fitness centre, and a bar.

Best Boston, MA holiday rentals with a pool

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

Lux 2br Apt W/ Pool And Gym - Boston, MA
9.8 180 reviews

Lux 2br Apt W/ Pool And Gym

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.
Blueground South End Gym Nr Groceries Shops Bos-1021 - Boston, MA
No reviews

Blueground South End Gym Nr Groceries Shops Bos-1021

apartment, Boston
This South End flat is ideally located near Boston Public Garden (a short 3km walk) and 1.9km from the Boston Tea Party Ships & Museum, offering easy access to South Station.
The 69 square metre self-catering apartment features one bedroom, one bathroom, a fully equipped kitchen with dishwasher and microwave, and sleeps three guests, with free Wi-Fi and on-site amenities including a swimming pool, sauna, and fitness centre.
Blueground | Fenwaykenmore, Pool, Nr Fenway Park - Boston, MA
No reviews

Blueground | Fenwaykenmore, Pool, Nr Fenway Park

apartment, Boston
This Blueground one-bedroom flat is situated in Boston's Fenway–Kenmore district, a short distance from Fenway Park and Faneuil Hall Marketplace, with Boston Common and Boston Harbour also nearby.
This 66 square metre residence accommodates two guests, features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, and offers on-site amenities including a swimming pool and a doorman, with pets welcome subject to restrictions.
Luxury 2br In Assembly |Stunning Mystic River View - Boston, MA
10 2 reviews

Luxury 2br In Assembly |Stunning Mystic River View

apartment, Somerville
This centrally located flat in Somerville provides excellent access to the city's key districts and attractions, placing you within easy reach of major landmarks.
This Somerville flat accommodates up to six guests and features two bathrooms, a kitchen, air conditioning, and access to a communal swimming pool, jacuzzi, and fitness centre, with pets welcome.

Frequently asked questions about holiday rentals in Boston, MA

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

    You've got to see the Freedom Trail, which is a 4km walking route that passes by 16 historical sites. It's a great way to get acquainted with the city's past. And no trip to Boston is complete without a visit to Fenway Park, home to the Boston Red Sox baseball team, for a game or a tour.
  • 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 lively atmosphere, consider the Back Bay neighbourhood. It's close to the Public Garden and Newbury Street, which has lots of shops and restaurants. If you prefer a more relaxed vibe, Beacon Hill is charming, with cobbled streets and historic houses. And for a more modern feel, the Seaport District is a good choice, with its waterfront location and trendy restaurants and bars.
  • 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 must for families with kids. It's packed with interactive exhibits and activities. The New England Aquarium is also a good choice, with penguins, sharks, and other marine life. And for a bit of outdoor fun, the Boston Public Garden is a beautiful park with a swan 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?

    The best time to book a vacation rental in Boston is during the shoulder seasons, in spring or autumn. The weather is still pleasant, but the crowds are smaller and the prices are lower. You'll avoid the summer heat and the high prices of peak season, but still have plenty to see and do.
  • 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, held in April, is a huge event, with runners from all over the world. The Boston Calling Music Festival, held in May, features a variety of musical acts. And in August, there's the Boston Harborfest, a celebration of the city's maritime history.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

  • 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?

    The Boston Public Garden is a great place to relax and enjoy the scenery for free. You can also walk the Freedom Trail, which is free to access. And for a cheap bite to eat, head to Quincy Market, where you can find a variety of food stalls.
  • What are the best restaurants with local dishes in Boston, MA?

    For authentic Boston clam chowder, try the Union Oyster House. It's been around since the 18th century and is said to be the oldest restaurant in the United States. Another local favourite is the Boston cream pie, which you can find at many bakeries and restaurants.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, and you can also rent a bike and cycle along the Charles River Esplanade. The Esplanade is a beautiful park that stretches along the Charles River, with views of the city skyline.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Public Garden is a great place to walk your dog, and many restaurants and cafes in the city are pet-friendly. The Boston Common is also a good option for a walk with your furry friend.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals in Boston offer more space and privacy than a hotel room. They also often come with a kitchen, which allows you to save money by cooking your own meals. And many rentals are located in quieter neighbourhoods, which can be a welcome change from the hustle and bustle of the city centre.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park is the home of the Boston Red Sox baseball team and is a must-visit for any sports fan. The TD Garden is home to the Boston Celtics basketball team and the Boston Bruins ice hockey team. And Gillette Stadium, located just outside of Boston, is home to the New England Patriots football team.

Popular destinations

Best Boston, MA holiday rentals with a balcony

2br Spacious & Comfy 43' Yacht - Heat & Ac - On The Freedom Trail - Best Nights Sleep - Boston, MA
9.8 264 reviews

2br Spacious & Comfy 43' Yacht - Heat & Ac - On The Freedom Trail - Best Nights Sleep

boat, Boston
This boat is located in Boston, just a short distance from the Freedom Trail, Boston North Station, and TD Garden, offering easy access to the city's main attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 46-square-metre vessel comfortably sleeps up to five guests in its two bedrooms and two bathrooms. Enjoy a fully equipped kitchen, a private terrace with sea views, free Wi-Fi, and the convenience of private parking.
Upscale Unit 3 At Perrin Place - Boston, MA
9.6 52 reviews

Upscale Unit 3 At Perrin Place

apartment, Boston
This Roxbury flat is situated within a 4.8km radius of Boston Medical Centre, Northeastern University, Copley Square, Fenway Park, and Boston Common.
This spacious 116 square metre, three-bedroom property sleeps six, boasting a fully equipped kitchen, private balcony, jacuzzi, and free Wi-Fi; nearby, Boston Uphams Corner and Newmarket stations offer easy public transport access.
3 Mi To Blue Hills: Cozy Dual-unit Retreat - Boston, MA
No reviews

3 Mi To Blue Hills: Cozy Dual-unit Retreat

apartment, Milton
This Milton flat is located approximately 9.6 to 11.2 kilometres from Boston landmarks such as the John F. Kennedy Presidential Library and Museum, Back Bay, and Fenway Park, with the Museum of Fine Arts just over 9.6 kilometres away.
This spacious 177 square metre dwelling accommodates up to 15 guests across 4 bedrooms and features 3 bathrooms, a fully equipped kitchen with a fridge and microwave oven, air conditioning, a private balcony, and on-site parking.
3 Bedrooms Near By Tufts With Free Parking! - Boston, MA
No reviews

3 Bedrooms Near By Tufts With Free Parking!

apartment, Medford
This apartment in Medford is located 3.9 kilometres from Cambridge College and 4.7 kilometres from Peabody Museum, with Harvard Square and John F. Kennedy Park both 5.5 kilometres away.
This 98 square metre flat offers air conditioning, private parking, free WiFi, a fully equipped kitchen and terrace access, accommodating one guest.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Convenient Cozy Clean Public Trans Free Parking - Boston, MA
9.9 432 reviews

Convenient Cozy Clean Public Trans Free Parking

apartment, Chelsea
This Chelsea apartment is located on a quiet street just 1.5 kilometres from the airport, making it convenient for travellers, although you may hear some aircraft noise. It has excellent user, location and cleanliness ratings, making it a great choice for families.
The flat is set across three floors and can comfortably sleep four guests. It offers a range of amenities including a fully equipped kitchen, a living room with a smart TV, two bedrooms with queen-size beds, a small porch and a shared laundry in the basement.
Remarkable South End Jr 1br W/ Gym, Nr Groceries, By Blueground - Boston, MA
No reviews

Remarkable South End Jr 1br W/ Gym, Nr Groceries, By Blueground

apartment, Boston
This South End flat is situated less than 1.6km from Boston Common, Copley Square, and Newbury Street, offering easy access to the Broadway and Tufts Medical Centre subway stations.
The 72 square metre self-catering apartment sleeps two, boasting a fully equipped kitchen, in-unit laundry, and access to a swimming pool, fitness centre, and sauna within the building.
Entire Apt Near Bos Univ/bos College Free Parking - Boston, MA
9.9 262 reviews

Entire Apt Near Bos Univ/bos College Free Parking

apartment, Boston
This two-bedroom flat is located in Allston/Brighton, a lively neighbourhood in Boston, just a short distance from Boston College, Boston University, Fenway Park, and Longwood Medical Area. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The flat has a spacious and sunny layout, with a full kitchen, a comfortable living room with a 65" Roku Smart TV, and a large corner office desk. The apartment also offers self-check-in, free parking, and laundry facilities, making it a convenient and comfortable choice for travellers.
Steps To North End, Aquarium, And All Touristy Spots.  Nearby To Hospitals, Ideal For Medical Stays. - Boston, MA
8.0 1 review

Steps To North End, Aquarium, And All Touristy Spots. Nearby To Hospitals, Ideal For Medical Stays.

apartment, Boston
This one-bedroom furnished flat is located in Boston's Financial District, a 3-minute walk from State Street station and approximately 8 kilometres from Boston Logan International Airport, offering convenient access to major hospitals such as MGH and Longwood Medical Center.
This accommodation for two guests features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and parking, with options for early or late check-in and check-out available for an additional charge, and specific pet policies are clearly outlined.
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