Holiday Rentals in Boston, MA

6970 available vacation rental offers

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Boston, MA holiday rentals
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Best Holiday rentals and Airbnb offers 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

57 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Boston, MA
Boston, MA
01/07 – 31/07
SG$542/nighttotal: SG$16260 (30 )

57 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

1 2
apartment , Boston
This Seaport district flat offers easy access to Boston's waterfront, with the MBTA Silver Line at Courthouse just 100 meters away, providing direct links to downtown Boston and Logan International Airport.
This 57 square meter apartment, suitable for up to three guests, features two bedrooms, one bathroom, a full kitchen, air conditioning, a swimming pool, and a fitness centre, alongside resort-style amenities like outdoor fire pits.
North End/td Garden Condo W/rooftop Deck - Boston, MA
9.8 175 reviews
Boston, MA
20/08 – 22/08
SG$579/nighttotal: SG$1158 (2 )

North End/td Garden Condo W/rooftop Deck

1 3
apartment , Boston
This two-room flat is situated in Boston's historic North End, just a short walk from Quincy Market, the Aquarium, and the Greenway. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for families or groups of friends, with a comfortable layout and a capacity of four guests. Guests can enjoy amenities such as two TVs, wireless internet, a fully equipped kitchen, and a private rooftop deck with stunning city views.
Premier Lofty 3br&2ba  Iconic Location  Steps To Boston Common - Boston, MA
10 4 reviews
Boston, MA
08/07 – 11/07
SG$2173/nighttotal: SG$6519 (3 )

Premier Lofty 3br&2ba Iconic Location Steps To Boston Common

3 2
apartment , Boston
This three-bedroom Boston apartment, located in the Downtown Crossing district, is within easy walking distance of major attractions such as the Boston Common and Faneuil Hall Marketplace.
The 152 square metre (166 square meter) flat offers ample space for up to seven guests, boasting a modern kitchen with a dishwasher, two large-screen smart TVs, in-unit laundry, and complimentary cleaning for stays exceeding ten days.
2br2bth 2 Parking Spaces/td Garden/mit/harvard/bos - Boston, MA
Boston, MA
04/07 – 05/07
SG$764/nightfor 1 night

2br2bth 2 Parking Spaces/td Garden/mit/harvard/bos

2 6
apartment , Somerville
This Somerville apartment, a short 1.6km walk from the T station and Foss Park, offers easy access to Boston and local amenities.
The 2000 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes free parking for two cars with an EV charger, a swimming pool, and family-friendly amenities such as a high chair and travel cot.

Best Boston, MA holiday rentals with a pool

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

Blueground | South End, Pool, Nr Boston Common - Boston, MA
Boston, MA
31/07 – 01/08
SG$257/nighttotal: SG$94062 (366 )

Blueground | South End, Pool, Nr Boston Common

1 2
apartment , Boston
This one-bedroom flat is located in Boston's Shawmut district, offering convenient access to the city's attractions.
This modern apartment accommodates two guests and features a fully equipped kitchen, in-apartment laundry, a swimming pool, and a fitness centre, with flexible lease options available.
Back Bay 2br2b Steps From Prudential Center Bos-410 - Boston, MA
Boston, MA
28/06 – 31/07
SG$625/nighttotal: SG$20625 (33 )

Back Bay 2br2b Steps From Prudential Center Bos-410

2 1
apartment , Boston
This two-bedroom flat is situated in Boston's Back Bay district, a 9-minute walk from the Hynes Convention Centre and a stone's throw from the Prudential Tower.
With 116 square metres of floor space, this accommodation sleeps up to seven guests and features a rooftop swimming pool, fitness centre, and a kitchen equipped with a microwave oven and dishwasher.
2br2bth 4 Parking Spaces/td Garden/mit/harvard/bos - Boston, MA
9.9 66 reviews
Boston, MA
07/10 – 11/10
SG$909/nighttotal: SG$3636 (4 )

2br2bth 4 Parking Spaces/td Garden/mit/harvard/bos

1 4
apartment , Somerville
This Somerville apartment, a short 1.6km walk from the T and close to local shops and restaurants, offers easy access to the city's attractions.
The two-bedroom, two-bathroom dwelling sleeps six, boasting free parking for two cars (including an EV charger), a private pool, and family-friendly amenities such as a high chair and travel cot, plus in-unit laundry and multiple Smart TVs.
The Martin : Groups • Modern • Cozy • W/d - Boston, MA
9.6 121 reviews
Boston, MA
03/07 – 06/07
SG$348/nighttotal: SG$1044 (3 )

The Martin : Groups • Modern • Cozy • W/d

1 2
apartment , Boston
This one-bedroom flat is situated in a convenient location near Boston College and Harvard University, just a short 800-metre walk from the T (public transport) in a neighbourhood close to the city centre. The apartment offers a fully equipped kitchen, a comfortable queen-size bed, and access to a range of amenities, including a gym, a swimming pool, and a garden.

Frequently asked questions about holiday rentals in Boston, MA

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

    You have to see the Freedom Trail, it's a 4km walking path that connects 16 historical sites, including the Boston Common and the Paul Revere House. You should also take a trip to the top of the State House dome for amazing views of the city.
  • 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 lively atmosphere, consider the Back Bay, with its elegant brownstones and proximity to shops and restaurants. For a more relaxed vibe, try Beacon Hill, known for its cobblestone streets and charming houses.
  • 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-visit, and the New England Aquarium is always a hit with kids of all ages. For a bit of history, the Boston Tea Party Ships & Museum is a great option, with interactive exhibits and even a replica ship to explore.
  • 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?

    To avoid the crowds and get the best prices, book your vacation rental during the shoulder seasons, spring (April-May) or autumn (September-October). You'll still have plenty of sunshine and milder temperatures.
  • 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, and the Boston Calling Music Festival in May brings in big-name acts. For something more unique, check out the Boston Harborfest in July, a week-long 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?

    A walk along the Charles River Esplanade is a great way to enjoy the city's natural beauty without spending a penny. You can also visit the Boston Public Garden, a beautiful park with swan boats and a walking path.
  • What are the best restaurants with local dishes in Boston, MA?

    For a taste of New England, try a classic clam chowder at the Union Oyster House, the oldest restaurant in the US. If you're looking for something more modern, check out the Boston Public Market, which features local vendors selling fresh produce and artisan food.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, and the Emerald Necklace is a network of parks and gardens that stretches across the city. For cycling, the Charles River Esplanade is a popular choice, with dedicated bike paths.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Common is a great place to walk your dog, and many of the city's parks are also pet-friendly. The Boston Public Garden even has a dog park.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than a hotel, and they often come with a kitchen, which allows you to save money on meals. You can also find rentals in different neighbourhoods, giving you a more local experience.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox, is a must-visit for baseball fans. The TD Garden is home to the Boston Celtics and the Boston Bruins, and the Gillette Stadium is home to the New England Patriots.

Destinations nearby

Best Boston, MA holiday rentals with a balcony

Charming 3br Boston Stay Garage Ev, Pool Table - Boston, MA
Boston, MA
03/08 – 06/08
SG$638/nighttotal: SG$1914 (3 )

Charming 3br Boston Stay Garage Ev, Pool Table

1 2
apartment , Boston
This one-bedroom flat in Boston is located approximately 8.9 kilometres from the Museum of Fine Arts and 9.3 kilometres from Fenway Park.
This 121-square-metre residence offers accommodation for up to 11 guests, featuring a fully equipped kitchen, air conditioning, a balcony, and complimentary private parking with EV charging facilities.
4br Dorchester Home - Near Marina Bay & Parks - Sun-filled Summer Getaway 90-3 - Boston, MA
9.1 82 reviews
Boston, MA
23/07 – 01/08
SG$891/nighttotal: SG$8019 (9 )

4br Dorchester Home - Near Marina Bay & Parks - Sun-filled Summer Getaway 90-3

4 4
apartment , Boston
This four-bedroom flat is located in Boston, just five miles from the city centre and major attractions like the Boston Convention Exhibitors Centre and Hynes Convention Center, in a quiet residential neighbourhood. The apartment has received very good user ratings and a good location rating.
The flat offers 177 square metres of space, comfortably accommodating up to 14 guests. Amenities include free Wi-Fi, parking, a fully equipped kitchen, air conditioning, and a flat-screen TV.
Up To 30% Off  Spacious 4br Boston Home W/ Free Parking, Pet-friendly 30/1 - Boston, MA
9.2 14 reviews
Boston, MA
01/08 – 04/08
SG$703/nighttotal: SG$2109 (3 )

Up To 30% Off Spacious 4br Boston Home W/ Free Parking, Pet-friendly 30/1

4 4
apartment , Boston
This Dorchester, Boston flat is situated approximately 16km from Boston city centre, offering easy access to Fenway Park and Logan International Airport.
The four-bedroom property sleeps twelve guests, boasting a fully equipped kitchen, private backyard with parking, and in-unit laundry facilities, plus two underground parking spaces and smart TVs in each bedroom.
30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs - Boston, MA
9.2 10 reviews
Boston, MA
17/09 – 20/09
SG$814/nighttotal: SG$2442 (3 )

30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs

4 2
apartment , Boston
This spacious Boston apartment, located near Carson Beach (2.9km) and convenient to the John F. Kennedy Presidential Library and Museum (4.5km) and the Museum of Fine Arts (6.1km), offers easy access to public transport via South Station (6.6km).
The 130 square metre property features four bedrooms, one bathroom, sleeps eighteen guests, includes a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; making it ideal for families or large groups visiting the city.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Perfect For Large Group 10 Beds  4.6 Mi To Downtown Steps To T 5bd/2bth - Boston, MA
9.8 183 reviews
Boston, MA
30/09 – 04/10
SG$1473/nighttotal: SG$5892 (4 )

Perfect For Large Group 10 Beds 4.6 Mi To Downtown Steps To T 5bd/2bth

5 5
apartment , Boston
This five-bedroom apartment is located in Dorchester, a quiet neighbourhood in Boston, within easy reach of Franklin Park Zoo, the University of Massachusetts Boston and the John F. Kennedy Presidential Library and Museum. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment is well-equipped with modern amenities including free Wi-Fi, a fully fitted kitchen with a dishwasher and a microwave, two bathrooms, a TV and a coffee maker. Guests can enjoy outdoor dining and relaxation using the barbecue facilities and the garden.
Gorgeous Apt Walk To Restaurants - Boston, MA
10 1 review
Boston, MA
01/07 – 31/07
SG$464/nighttotal: SG$13920 (30 )

Gorgeous Apt Walk To Restaurants

1 2
apartment , Boston
This one-bedroom flat is located in Boston's Seaport district, a prime area offering excellent access to local attractions.
This 57-square-meter flat, accommodating up to three guests, features a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and a garden, with resort-style amenities and complimentary coffee available.
3br2ba Retreat - 2min To Savin Hill Station - Boston, MA
9.6 24 reviews
Boston, MA
22/07 – 24/07
SG$938/nighttotal: SG$1876 (2 )

3br2ba Retreat - 2min To Savin Hill Station

3 5
apartment , Boston
This Dorchester apartment, situated near Savin Hill station and less than 1.3 km from the University of Massachusetts Boston, offers easy access to public transport and major attractions such as the John F. Kennedy Presidential Library and Museum and Franklin Park Zoo, all within a 5 km radius.
The three-bedroom, two-bathroom flat sleeps eight guests and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a smart TV, and convenient on-site parking.
Ocean View Cozy Stay 3 - Boston, MA
8.8 4 reviews
Boston, MA
23/06 – 24/06
SG$536/nightfor 1 night

Ocean View Cozy Stay 3

2 3
apartment , Hull
This Hull apartment, situated a short walk from Nantasket Beach and 42 kilometres from Logan Airport, offers convenient access to the coast.
The 79 square metre, two-bedroom flat sleeps nine guests and features a fully equipped kitchen, private parking, air conditioning, a garden, and Wi-Fi; enjoy sea views from your private patio.
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