Holiday Rentals in Boston, MA

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Boston, MA holiday rentals
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6970 Holiday Rentals and Airbnb 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

Luxury 2br Backbay Boston Common T-station Roof Top Lounge Gym - Boston, MA
8.2 32 reviews
Boston, MA
01/10 – 02/10
NZ$1923/nightfor 1 night

Luxury 2br Backbay Boston Common T-station Roof Top Lounge Gym

2 2
apartment , Boston
This two-bedroom apartment is situated in Boston's Back Bay district, a short 0.4 km walk from the Boston Public Garden and 0.6 km from the Hynes Convention Center.
The 93 square metre flat features a private pool, a fitness centre, a bar and a terrace, accommodating up to 9 guests.
The Monty Boston - Boston, MA
9.1 154 reviews
Boston, MA
03/09 – 05/09
NZ$2858/nighttotal: NZ$5716 (2 )

The Monty Boston

3 2
apartment , Boston
The Monty Boston apartment is conveniently located in the heart of Boston, just 200 yards from the city's main attractions, offering easy access to Boston Common, Boston South Station, and the Boston Tea Party Ship & Museum. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This spacious 3-bedroom, 3-bathroom apartment can comfortably accommodate up to 7 guests, with a floor area of 200 square meters. The apartment boasts a fully equipped kitchen, air conditioning, a terrace, a garden, and modern amenities, perfect for a relaxing and enjoyable stay.
Waterfront Escape - Close To Airport & Downtown - Boston, MA
9.8 4 reviews
Boston, MA
22/09 – 23/09
NZ$3171/nightfor 1 night

Waterfront Escape - Close To Airport & Downtown

4 2
house , Boston
This Boston waterfront property, near Constitution Beach and a 5.5km drive from North Station and TD Garden, offers direct access to the beach and is conveniently located for exploring the city's attractions.
The 242 square metre villa boasts a fully equipped kitchen, four bathrooms, sleeps up to 19 guests, includes free Wi-Fi and on-site parking, and features a private terrace with garden views.
Luxury Studio With King Bed Gym Near Mit Harvard In Central Square! - Boston, MA
10 1 review
Boston, MA
10/08 – 23/08
NZ$600/nighttotal: NZ$7800 (13 )

Luxury Studio With King Bed Gym Near Mit Harvard In Central Square!

1 1
studio , Cambridge
This luxurious Cambridge studio apartment is situated in Central Square, offering easy access to Kendall Square, Harvard Square, and Boston city centre, all within a 2-4 km radius.
The 60 square metre self-catering apartment sleeps four, boasting a fully equipped kitchen, in-unit laundry, and access to building amenities including a fitness centre and a garden.

Best Boston, MA holiday rentals with a pool

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

Trendy Brighton 1br W/ W/d, Gym, Near T, Shops + Dining, By Blueground - Boston, MA
10 1 review
Boston, MA
01/09 – 31/01
NZ$298/nighttotal: NZ$45296 (152 )

Trendy Brighton 1br W/ W/d, Gym, Near T, Shops + Dining, By Blueground

1 1
apartment , Boston
This one-bedroom flat is situated in Brighton, a neighbourhood in Boston, just 0.16km from St. Elizabeth's Medical Center and within 5km of both Harvard University and Boston University. The flat has received excellent user, location, and cleanliness ratings, making it a great choice for travellers seeking a comfortable and convenient stay.
The flat can accommodate up to two guests and features a fully equipped kitchen with a fridge, oven, microwave, and dishwasher. Guests can enjoy a range of amenities, including a fitness centre, a terrace or balcony, a garden, and parking.
Nantasket Beach Resort - Boston, MA
8.7 92 reviews
Boston, MA
19/11 – 22/11
NZ$538/nighttotal: NZ$1614 (3 )

Nantasket Beach Resort

1 4
resort , Hull
The Nantasket Beach Resort is situated on Nantasket Beach, a short drive from Plymouth and within easy reach of Boston via the commuter ferry. It has received very good ratings for its location, cleanliness, and overall experience.
The hotel has 33 square metres of floor space, offering a comfortable and well-equipped one-bedroom suite with a spa bath, fireplace, and all the amenities you need. The resort offers a range of facilities, including an indoor-outdoor pool, a restaurant, a bar, a fitness centre, and live music on weekends.
Stylish East Cambridge 1br W/ W/d & Gym, Nr Lechmere T, By Blueground - Boston, MA
Boston, MA
07/07 – 10/08
NZ$479/nighttotal: NZ$16286 (34 )

Stylish East Cambridge 1br W/ W/d & Gym, Nr Lechmere T, By Blueground

1 2
apartment , Cambridge
This one-bedroom flat is located in East Cambridge, just a short distance from MIT and Kendall Square, with easy access to downtown Boston via public transport. Situated in a lively neighbourhood with a European feel, the property offers a comfortable and convenient base for exploring the city.
The 67 square metre apartment can accommodate up to two guests and features a modern kitchen, a comfortable living room and a premium wireless speaker. Enjoy the use of a swimming pool, gym, BBQ area and lounge, as well as laundry facilities within the flat, all while benefiting from the on-site pet-friendly environment.
3br3bth Penthouse 4 Parking Spaces/td/mit/harvard - Boston, MA
10 61 reviews
Boston, MA
01/09 – 03/09
NZ$1096/nighttotal: NZ$2192 (2 )

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

3 5
apartment , Somerville
This Somerville penthouse loft, a 10-minute walk (1.6 km) from the T station, offers easy access to Boston and is near local amenities.
The three-bedroom, three-bathroom apartment sleeps eight, features a fully equipped kitchen, in-unit laundry, free parking for two cars (including an EV charger), and boasts stunning park and pool views.

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, it's a 4km walking route that takes you past 16 historical sites. You'll also want to visit the Boston Public Garden, a beautiful green space in the heart of the city. And of course, no trip to Boston is complete without a visit to Fenway Park, home of the Boston Red Sox.
  • 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 vibrant atmosphere, choose the Back Bay. It's full of shops, restaurants, and historic architecture. If you're looking for a quieter stay, consider Beacon Hill. It's known for its cobblestone streets and charming townhouses.
  • 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 for families with young children. It's a great place to learn through play. The New England Aquarium is also popular with families, with its diverse range of marine life. For a bit of outdoor fun, head to the Boston Common, a large park in the heart of the city.
  • 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?

    You'll want to book early if you're planning to visit during peak season, which is from late spring to early autumn. If you're on a budget, consider visiting in the shoulder seasons, from April to May or September to October, when prices are typically lower.
  • 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 is a huge event held every April. If you're a fan of music, the Boston Calling Music Festival takes place in May. And for a taste of local culture, head to the Boston Harborfest in July.
  • 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?

    Walking the Freedom Trail is a great way to see the city's historical landmarks without spending a penny. The Boston Public Garden is another free attraction, offering a beautiful escape from the city bustle. And for a unique experience, take a free walking tour with the Boston By Foot organisation.
  • What are the best restaurants with local dishes in Boston, MA?

    For a taste of New England seafood, try the Boston Chowda House. If you're looking for a more casual dining experience, head to the Quincy Market, where you'll find a variety of food stalls serving local favourites. For a truly authentic experience, try the Durgin-Park Restaurant, which has been serving traditional New England fare since 1827.
  • What are the best walking or cycling routes in Boston, MA?

    The Charles River Esplanade is a popular spot for both walking and cycling, offering scenic views of the city. The Freedom Trail is also a great walking route, taking you past many of Boston's historical landmarks. For a more challenging ride, try the Minuteman Bikeway, a 22.5km paved path that follows the route of the historic Minute Man National Historical Park.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Public Garden is a great place to walk your dog, and many of the city's parks are also pet-friendly. The Boston Common is a large park in the heart of the city, and it's a popular spot for dog walkers. For a unique experience, take your dog to the Boston Dog Party, a monthly event held at various locations around the city.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals often offer more space and privacy than hotels. They're also a great option for families or groups of friends travelling together. And you can often find vacation rentals in more convenient locations than hotels, especially if you're looking to be close to a particular attraction.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park is home to the Boston Red Sox, one of the most popular baseball teams in the US. The TD Garden is home to the Boston Celtics and the Boston Bruins. The Gillette Stadium is home to the New England Patriots, a professional American football team.

Destinations nearby

Best Boston, MA holiday rentals with a balcony

Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways - Boston, MA
10 3 reviews
Boston, MA
11/09 – 15/09
NZ$938/nighttotal: NZ$3752 (4 )

Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways

3 2
apartment , Boston
This Dorchester, Boston flat is conveniently located near the Shawmut subway station (a 4-minute walk) and offers easy access to the Boston Convention and Exhibition Centre (a 14.5-kilometre drive) and Copley Square (also a 14.5-kilometre drive).
The three-bedroom, one-bathroom property sleeps up to 13 guests, features a fully equipped kitchen including a dishwasher, in-unit laundry, and free on-site parking, alongside air conditioning and Wi-Fi.
Spacious 5 Br Boston Home Near Train & Parking - Boston, MA
Boston, MA
25/06 – 28/06
NZ$2134/nighttotal: NZ$6402 (3 )

Spacious 5 Br Boston Home Near Train & Parking

4 3
apartment , Boston
This 5-bedroom Boston flat is located between 5.5 and 7.4 kilometres from the JFK Presidential Library & Museum and the Boston Tea Party Ship & Museum, with Logan Airport situated 8 kilometres away.
This spacious flat offers 5 bedrooms, can accommodate up to 29 guests, and features private parking, complimentary WiFi, a garden, a terrace, and a fully equipped kitchen, with air conditioning for comfort.
Spacious 6br Quincy Apartment In Quincy Near Perry Beach 555/2 - Boston, MA
9.8 36 reviews
Boston, MA
23/06 – 24/06
NZ$2212/nightfor 1 night

Spacious 6br Quincy Apartment In Quincy Near Perry Beach 555/2

6 4
apartment , Quincy
This six-bedroom Quincy apartment, ideal for large groups, is situated 3km from Boston Harbor Islands State Park, 10km from South Shore Plaza shopping centre, and 10km from F1 Boston.
The property offers free Wi-Fi, a fully equipped kitchen, a private patio, on-site parking, and accommodates up to 21 guests, making it perfect for families or large groups visiting the area.
Stylish Boston Renovation Near T - Boston, MA
Boston, MA
27/06 – 29/06
NZ$1791/nighttotal: NZ$3582 (2 )

Stylish Boston Renovation Near T

1 2
house , Boston
This renovated house in a residential Boston district offers convenient access to the T, situated between 5.8 and 8.9 kilometres from the Museum of Fine Arts, Fenway Park, and MIT.
This spacious 186 square metre dwelling accommodates up to 13 guests with 5 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a private balcony, a garden, and on-site parking.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Beautiful 2 Bed Apt Minutes From Encore - Boston, MA
8.7 4 reviews
Boston, MA
24/06 – 28/06
NZ$682/nighttotal: NZ$2728 (4 )

Beautiful 2 Bed Apt Minutes From Encore

2 1
apartment , Everett
This Everett apartment, near Encore Boston Harbor and 4.8 kilometres from Boston's North Station and TD Garden, offers convenient access to major attractions.
The 70 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, free Wi-Fi, and parking.
Belmont Station - Boston, MA
Boston, MA
01/07 – 31/07
NZ$216/nighttotal: NZ$6480 (30 )

Belmont Station

2 1
apartment , Belmont
This Belmont flat is situated approximately 5.8 kilometres from Harvard Square and the Brattle Theatre, providing convenient access to Cambridge's attractions.
This 900 square metre, two-bedroom flat offers a private balcony with garden views, a fully equipped kitchen including a fridge, microwave, and dishwasher, and complimentary private parking, ideal for guests visiting the area.
Beautiful Retreat Close To Downtown Boston. Pets Friendly. - Boston, MA
9.6 162 reviews
Boston, MA
03/09 – 05/09
NZ$631/nighttotal: NZ$1262 (2 )

Beautiful Retreat Close To Downtown Boston. Pets Friendly.

2 2
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.
Eagles Landing - Logan Airport - Boston, MA
Boston, MA
01/07 – 04/07
NZ$413/nighttotal: NZ$1239 (3 )

Eagles Landing - Logan Airport

1 2
apartment , Boston
This East Boston flat is a mere 5-minute drive or 20-minute walk from Logan Airport, offering views of Chelsea Creek and the Boston skyline from Jeffries Point, with restaurants and a playground within walking distance.
This one-bedroom flat accommodates two guests and includes a private bedroom, bathroom, and office/laundry area, with complimentary coffee, linens, towels, and toiletries provided, plus earplugs for airplane noise.
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