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

Hyatus Luxury Residences Boston Everett Marquis Collection - Boston, MA
9.6 12 reviews
Boston, MA
01/10 – 11/10
SG$624/nighttotal: SG$6240 (10 )

Hyatus Luxury Residences Boston Everett Marquis Collection

2 2
apartment , Everett
The Hyatus Luxury Residences Boston Everett Marquis Collection is situated in Everett, 4.5 kilometres from Cambridge College and 5.7 kilometres from North Station and TD Garden.
This two-bedroom flat offers 93 square metres of living space for up to nine guests, featuring air conditioning, a fully equipped kitchen with a refrigerator and coffee machine, two bathrooms, a swimming pool, a bar, a fitness centre, and complimentary Wi-Fi.
Central Boston 2br Retreat Near Harvard & Transit - Boston, MA
Boston, MA
27/06 – 01/09
SG$654/nighttotal: SG$43164 (66 )

Central Boston 2br Retreat Near Harvard & Transit

1 2
apartment , Boston
This premium residence is located in Harvard's Enterprise Research Campus on Western Avenue, a modern mixed-use community a mere 700 meters from Harvard Business School, offering excellent Boston skyline views from a bright corner unit.
This pet-friendly apartment, suitable for up to 5 guests, boasts a fully equipped kitchen with granite countertops and Whirlpool appliances, in-unit laundry, high-speed Wi-Fi, a dedicated workspace, and access to communal amenities including a fitness centre with a golf simulator and co-working spaces.
Modern 3br In East Boston | Minutes To Airport & T - Boston, MA
10 29 reviews
Boston, MA
18/07 – 20/07
SG$920/nighttotal: SG$1840 (2 )

Modern 3br In East Boston | Minutes To Airport & T

1 5
apartment , Boston
This Jeffries Point flat in Boston offers excellent access to transport links, being an 8-minute walk from the Maverick Blue Line T station, a 5-minute drive from Logan Airport, and a 15-minute walk to downtown Boston.
This family-friendly accommodation sleeps up to eight guests across three bedrooms and two bathrooms, featuring in-unit laundry, a fully equipped kitchen with a coffee bar, and entertainment options including a 75-inch TV and a PS5.
65 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Boston, MA
Boston, MA
01/08 – 15/12
SG$389/nighttotal: SG$52904 (136 )

65 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 1
apartment , Boston
Vacation rental for 4 guests. Your accommodation will be based in Boston.
Facilities and services: an iron, a washing machine and a fridge. Take advantage of the Free Parking with this accommodation.

Best Boston, MA holiday rentals with a pool

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

The Barnard: Eclectic • Wfh Desk • Gym • W/d - Boston, MA
9.5 53 reviews
Boston, MA
26/06 – 28/06
SG$447/nighttotal: SG$894 (2 )

The Barnard: Eclectic • Wfh Desk • Gym • W/d

1 2
apartment , Boston
This Boston apartment, ideally situated near Boston College, Harvard University, and the Massachusetts Institute of Technology, offers easy access to the T subway (a 5-minute walk away).
The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, in-unit laundry, two Roku TVs, and access to a complex with shared amenities including a swimming pool, fitness centre, and multiple lounges; monthly discounts are available for longer stays.
Blueground | Assembly Square, Pool, Nr Mystic River - Boston, MA
Boston, MA
01/08 – 15/12
SG$238/nighttotal: SG$32368 (136 )

Blueground | Assembly Square, Pool, Nr Mystic River

1 1
apartment , Somerville
This Assembly Square flat in Somerville, Massachusetts, offers convenient access to attractions such as the Museum of Science and the Boston Museum of Fine Arts, though precise distances aren't specified.
The 62 square metre (667 square foot) one-bedroom apartment, sleeping two, includes a fully equipped kitchen, in-unit laundry, air conditioning, and access to a swimming pool and building amenities; flexible lease terms are available.
Sterling 1br At Everett | Pool & Gym - Boston, MA
Boston, MA
05/09 – 12/09
SG$482/nighttotal: SG$3374 (7 )

Sterling 1br At Everett | Pool & Gym

5 2
apartment , Everett
This Everett flat is centrally located, offering a 3-kilometre drive to Encore Boston Harbor and a 5-kilometre drive to the shops and restaurants at Assembly Row.
This 46 square metre dwelling accommodates up to four guests and features a communal swimming pool, garden, billiards, and a fully equipped kitchen with a washer and dryer.
The Watkins : Elevated Cozy • W/d • Amenities - Boston, MA
9.6 114 reviews
Boston, MA
01/07 – 07/07
SG$255/nighttotal: SG$1530 (6 )

The Watkins : Elevated Cozy • W/d • Amenities

1 2
apartment , Boston
This studio apartment is conveniently located just 5km from Boston College and Harvard University, with easy access to public transport via the T, which is a short 5-minute walk away. The surrounding area offers a blend of academic and urban vibes, with plenty of restaurants, shops, and green spaces to explore.
The apartment has one bedroom with a queen-size bed and a fully equipped kitchen, comfortably accommodating up to three guests. Enjoy a range of amenities, including a swimming pool, garden, fitness centre, and parking, as well as access to shared lounges, kitchens, and meeting spaces within the complex.

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

Modern City & Water View 1-bedroom Apartment With Ac. 4 Blocks From T/ Beach - Boston, MA
Boston, MA
10/08 – 23/08
SG$313/nighttotal: SG$4069 (13 )

Modern City & Water View 1-bedroom Apartment With Ac. 4 Blocks From T/ Beach

1 1
apartment , Boston
This East Boston flat offers unobstructed views of the Boston skyline and harbour, located approximately 1.6 kilometres from Revere Beach and within easy reach of Boston Harbour attractions like the New England Aquarium and Museum of Science.
This 93 square metre apartment accommodates up to four guests, featuring a king-size Sleep Number bed, a fully equipped kitchen, a 75-inch television with a Bose soundbar, and a walk-out deck, with parking and air conditioning provided.
Clean Contemporary Boston Duplex - Boston, MA
10 5 reviews
Boston, MA
26/06 – 28/06
SG$2284/nighttotal: SG$4568 (2 )

Clean Contemporary Boston Duplex

6 2
apartment , Boston
This South Boston dwelling, situated in the Savin Hill neighbourhood, offers easy access to the Savin Hill T station (Red Line) providing convenient transport links to central Boston and its attractions.
Sleeping up to 20 guests, this six-bedroom, three-bathroom property boasts two fully equipped kitchens, two decks, a shared garden with barbecue, high-speed internet, and memory foam mattresses.
Beautiful Retreat Close To Downtown Boston. Pets Friendly. - Boston, MA
9.6 162 reviews
Boston, MA
01/11 – 07/11
SG$264/nighttotal: SG$1584 (6 )

Beautiful Retreat Close To Downtown Boston. Pets Friendly.

2 1
apartment , Boston
This two-bedroom apartment in Dorchester is located just 3 kilometres from Franklin Park Zoo and within 10 kilometres of Northeastern University, Copley Square, Fenway Park, and Brigham and Women's Hospital. The apartment has excellent user, location and cleanliness ratings.
The apartment offers 93 square metres of living space. Guests can enjoy a range of amenities including a private yard, a fully equipped kitchen, free Wi-Fi, air conditioning, a jacuzzi, a terrace, a garden, parking, and barbecue facilities.
14-1- 3br Milton -Cozy Apt Near Blue Hills Museum - Boston, MA
10 1 review
Boston, MA
03/07 – 31/07
SG$737/nighttotal: SG$20636 (28 )

14-1- 3br Milton -Cozy Apt Near Blue Hills Museum

3 1
apartment , Milton
This three-bedroom Milton apartment, near Quincy Centre, offers easy access to Boston attractions such as the Museum of Fine Arts and the John F. Kennedy Presidential Library, approximately 11-12km away.
The 121 square metre property boasts a fully equipped kitchen, two bathrooms, a terrace, private parking, and Wi-Fi, comfortably accommodating up to 17 guests.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Cozy 3-beds In 2-bedrooms Apartment Near Quincy Adams - Boston, MA
9.2 9 reviews
Boston, MA
27/06 – 28/06
SG$420/nightfor 1 night

Cozy 3-beds In 2-bedrooms Apartment Near Quincy Adams

2 3
apartment , Quincy
This Quincy apartment, near Quincy Adams station, offers easy access to Boston via public transport, being approximately 12.6 km from the John F. Kennedy Presidential Library and Museum and 16 km from Boston attractions including South Station and the Freedom Trail.
This two-bedroom, one-bathroom flat provides 84 square metres of living space, sleeping up to 13 guests and featuring a fully equipped kitchen, free Wi-Fi, private parking, and a baby safety gate.
Beautiful Beacon Hill 2 Bedroom! - Boston, MA
9.8 523 reviews
Boston, MA
28/06 – 01/07
SG$714/nighttotal: SG$2142 (3 )

Beautiful Beacon Hill 2 Bedroom!

2 1
apartment , Boston
This Beacon Hill flat offers prime accommodation, situated a short walk from Boston Common, the Public Garden, and the Freedom Trail.
The two-bedroom apartment, sleeping four, includes a fully equipped kitchen, in-unit laundry, a living room with gas fireplace and Apple TV, and a bathroom with a spa shower/tub; nearby attractions include the Charles Street shops and Mass General Hospital.
The Hill House - Beacon Hill - Boston, MA
Boston, MA
14/07 – 17/07
SG$607/nighttotal: SG$1821 (3 )

The Hill House - Beacon Hill

1 2
apartment , Boston
This private flat is situated in Boston's historic Beacon Hill district, offering a 100% private entire apartment with easy walking access to the Charles River and Boston Common, and is also a short distance from Newbury Street's shops and restaurants.
This one-bedroom, one-bathroom flat accommodates two guests and includes a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, and parking, with a check-out time of 11:00.
Spacious 4br Stay Ideal For Groups! - Boston, MA
9.2 143 reviews
Boston, MA
13/07 – 19/12
SG$308/nighttotal: SG$48972 (159 )

Spacious 4br Stay Ideal For Groups!

4 1
apartment , Watertown Town
This spacious house is located in Watertown, just 8 km from Boston and Cambridge, and a 3-minute walk from Victory Field Park, offering a peaceful retreat close to city attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house spans 130 square metres and comfortably accommodates up to 6 guests across 3 bedrooms and 1 bathroom. Enjoy a modern kitchen with all the necessary appliances, a dedicated office/sunroom, and a terrace/balcony perfect for relaxing, all within a beautifully renovated, light-filled space.
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