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

3br Waterfront Home With Gorgeous Sunsets - Boston, MA
10 5 reviews

3br Waterfront Home With Gorgeous Sunsets

apartment, Weymouth Town
This waterfront flat is located in a quiet coastal neighbourhood in Weymouth Town, offering direct beach access and proximity to Webb Memorial State Park, Hingham Shipyard, and essential amenities.
This family-friendly apartment sleeps six guests and features three bedrooms, one bathroom with heated floors and a soaking tub, a well-equipped kitchen, air conditioning, a garden, parking for two to three vehicles, and an on-site Level 2 EV charger, with the Hingham Ferry just 6 minutes away for easy commutes to Boston.
Cozy 2-bedroom Boston Apt Near T And Airport - Boston, MA
No reviews

Cozy 2-bedroom Boston Apt Near T And Airport

apartment, Boston
This East Boston flat offers convenient access to the city, situated just an 8-minute walk from the Blue Line, providing rapid transit to downtown Boston and Logan Airport, and is approximately 10 kilometres from TD Garden.
This modern, family-friendly apartment sleeps up to eight guests across two bedrooms and features air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, with parking available via the SpotHero app.
New! Lux 1br W/ 400 Mbps Wifi | Roku Tv & Games! - Boston, MA
9.8 19 reviews

New! Lux 1br W/ 400 Mbps Wifi | Roku Tv & Games!

apartment, Chelsea
This one-bedroom flat is situated in Chelsea, offering convenient access to numerous galleries, boutiques, and restaurants, with the High Line elevated park and Chelsea Market just a short walk away.
This family-friendly accommodation for up to six guests includes air conditioning, Wi-Fi, a fully equipped kitchen, and on-site parking, providing a comfortable base for exploring Manhattan.
Boston Single Family House - 19' Train To Back Bay - Boston, MA
9.7 8 reviews

Boston Single Family House - 19' Train To Back Bay

house, Boston
This Boston family home, situated in a quiet area approximately 11 kilometres from Boston University, the Hynes Convention Centre, the Museum of Fine Arts, and Fenway Park, offers convenient access to major attractions.
The 242 square metre property boasts a spacious five-bedroom layout sleeping up to 23 guests, complete with four bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and a terrace with garden views.

Best Boston, MA holiday rentals with a pool

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

The Kelsey: View  Private Kitchen  Gym  W/d - Boston, MA
9.6 49 reviews

The Kelsey: View Private Kitchen Gym W/d

apartment, Boston
This Boston apartment, ideally situated near Boston's 'T' public transport system (a five-minute walk away), offers easy access to Boston College, Harvard University, and the Massachusetts Institute of Technology (MIT).
The one-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, two large Roku TVs, and access to a complex with shared lounges, gyms, and games areas; monthly parking is available for £240.
Walk To Mit & T Stop! Kendall Square Extended Base - Boston, MA
9.0 2 reviews

Walk To Mit & T Stop! Kendall Square Extended Base

house, Cambridge
This residence is situated in Kendall Square, a brief walk from the Massachusetts Institute of Technology and the Kendall Square Underground station, offering convenient access to Cambridge and Boston.
This 102 square meter property accommodates up to 7 guests across 2 bedrooms and 2 bathrooms, featuring air conditioning, an indoor swimming pool, a fitness centre, a fully equipped kitchen with a dishwasher and oven, and an outdoor dining area.
Lux 2br W Gym Pool Sleep 7 In Assembly Square - Boston, MA
9.6 11 reviews

Lux 2br W Gym Pool Sleep 7 In Assembly Square

apartment, Somerville
This two-bedroom, two-bathroom flat is situated in Assembly Square, a district in Somerville, offering convenient access to local attractions.
This well-appointed residence accommodates up to six guests and includes a fully equipped kitchen, private balcony, in-unit laundry, and access to building amenities such as a swimming pool, garden, and fitness centre, with parking also available.
Blueground Prudential Pool Wd Nr Plaza Bos-1171 - Boston, MA
No reviews

Blueground Prudential Pool Wd Nr Plaza Bos-1171

apartment, Boston
This two-bedroom flat is located in Boston's central district, a 12-minute walk from Back Bay Station and approximately 600 meters from the Prudential Tower, placing it 1.1 kilometres from the Museum of Fine Arts and 1.9 kilometres from Fenway Park.
This city centre apartment offers 97 square meters of space for up to seven guests, featuring a fully equipped kitchen with a microwave and dishwasher, air conditioning, free WiFi, and a rooftop swimming pool, with ice-skating and boating opportunities nearby.

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

Boston Urban Nests U3: Long Term 1 Month + Only - Boston, MA
No reviews

Boston Urban Nests U3: Long Term 1 Month + Only

apartment, Boston
This flat in Boston's Mattapan district offers convenient access to public transport, placing the Museum of Fine Arts and the Museum of Science approximately 7.5 kilometres away.
This two-bedroom, two-bathroom flat accommodates up to four guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, in-unit laundry, a dedicated workspace, and a fenced garden.
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 situated in a quiet neighbourhood, 16 kilometres from downtown Boston, with straightforward access to the Blue Hills Ski Area and local universities.
This spacious 177 square metre apartment offers accommodation for up to 8 guests across 4 bedrooms and 3 bathrooms, featuring a well-equipped kitchen with a fridge and microwave, air conditioning, two balconies, and parking for 2 vehicles.
Historic And Charming Brownstone - Boston, MA
9.8 61 reviews

Historic And Charming Brownstone

apartment, Boston
This Charlestown holiday home is situated less than 1.6km from the Bunker Hill Monument and within a 4.8km radius of Boston attractions including the Museum of Science, TD Garden, and Boston Common.
The 238 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private yard, balcony, and free Wi-Fi in communal areas.
The Maverick Downstairs - Lux Apartment - Close To Downtown Boston & Airport - Boston, MA
No reviews

The Maverick Downstairs - Lux Apartment - Close To Downtown Boston & Airport

apartment, Chelsea
Holiday rental. You will stay in Chelsea.
Services and facilities include a fridge, a dish washer and a terrace. This apartment in Chelsea also has air conditioning!

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Tranquil Allston Condo W/ Parking By Harvard/bu/bc - Boston, MA
9.8 21 reviews

Tranquil Allston Condo W/ Parking By Harvard/bu/bc

apartment, Boston
This Allston apartment, a short walk from the Green Line's B branch and numerous amenities, offers easy access to Harvard University, the Massachusetts Institute of Technology (MIT), and Boston's city centre.
The two-bedroom, one-bathroom flat sleeps five guests comfortably, boasting a fully equipped kitchen with modern appliances, off-street parking, and two queen-sized beds, plus a sofa bed in the living area; a 30-night minimum stay applies.
(P-102) Bright 1-bedroom Apartment In Fenway - Boston, MA
9.4 208 reviews

(P-102) Bright 1-bedroom Apartment In Fenway

apartment, Boston
This Boston flat is situated in the Fenway-Kenmore neighbourhood, a short walk from Fenway Park and the Longwood Medical Area.
The ground-floor, one-bedroom apartment sleeps two, offering a queen bed, a fully equipped kitchen including a dishwasher, laundry facilities in the building, keyless entry, and bike storage; elevator access is available.
Boston Getaway, Close To Airport - Boston, MA
9.7 18 reviews

Boston Getaway, Close To Airport

apartment, Boston
This East Boston flat is conveniently located approximately 3.2 kilometres from Logan Airport, with the North End and Faneuil Hall within easy reach and two Blue Line train stations less than 800 metres away for city access.
This spacious 3-bedroom, 2-bathroom apartment accommodates up to nine guests and includes on-site parking for two vehicles, a $25 dining credit for the restaurant downstairs, and white noise machines to ensure a peaceful stay.
2 Bdrm Apt W/ Tower In Jp Victorian - Boston, MA
9.9 541 reviews

2 Bdrm Apt W/ Tower In Jp Victorian

apartment, Boston
This Jamaica Plain flat, close to Franklin Park in Boston, offers easy access to the park's amenities and trails.
The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, and a shared garden, plus baby equipment is available.
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