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

Spacious 3br, Free 2-car Parking, Kids Play Area - Boston, MA
9.9 54 reviews

Spacious 3br, Free 2-car Parking, Kids Play Area

apartment, Somerville
This Somerville apartment, situated on a quiet residential street minutes from Union Square and easily accessible by the Green and Orange lines, offers quick access to Boston and Cambridge.
The three-bedroom property, sleeping eight guests, boasts a fully equipped kitchen with dishwasher, in-unit laundry, two bathrooms, free parking for two cars, and a self check-in smart lock; nearby attractions include Assembly Row and Broadway for shopping and dining.
Stunning Home Mins To Boston W/parking & Laundry - Boston, MA
9.4 17 reviews

Stunning Home Mins To Boston W/parking & Laundry

apartment, Somerville
This Somerville apartment, near Davis and Union Squares, is conveniently located less than 6.4km from central Boston, 1.6km from Tufts University, 4km from Harvard University, and 4.8km from the Massachusetts Institute of Technology.
The three-bedroom flat, sleeping up to six guests, boasts a fully equipped kitchen with dishwasher, in-unit laundry, a terrace, parking, and is within easy reach of Somerville's restaurants and shops.
Perfect Location, 3bed, 2 Bedrooms, 2 Tvs W/d - Boston, MA
9.4 37 reviews

Perfect Location, 3bed, 2 Bedrooms, 2 Tvs W/d

apartment, Boston
This two-bedroom flat is located in Boston's Back Bay district, placing you within 500 metres of Newbury Street's shops, the Prudential Centre, and Copley Square, with excellent access to major hospitals and universities.
This family-friendly apartment accommodates up to four guests and features a newly renovated kitchen with a dishwasher, air conditioning, on-site parking (for a fee), and access to a shared deck offering views of the Charles River.
Modern Home-like 3br2ba Retreat/minutes To T - Boston, MA
9.8 20 reviews

Modern Home-like 3br2ba Retreat/minutes To T

apartment, Boston
This three-bedroom apartment is situated in Dorchester, a neighbourhood in Boston, just 1.6 kilometres from Malibu Beach and a two-minute walk from Savin Hill Train Station, providing easy access to the city centre.
The apartment features a fully equipped kitchen, a designated workspace, and a terrace, accommodating up to nine guests and offering a peaceful retreat in a vibrant neighbourhood.

Best Boston, MA holiday rentals with a pool

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

2 Bedroom Boston Condo In Jamaica Plain With Parking - Boston, MA
No reviews

2 Bedroom Boston Condo In Jamaica Plain With Parking

apartment, Boston
Apartment. You will stay in Boston.
Services and facilities include a barbecue, a washing machine and an iron. This apartment in Boston also has air conditioning!
Blueground Shawmut Pool Nr Boston Common Bos-1236 - Boston, MA
No reviews

Blueground Shawmut Pool Nr Boston Common Bos-1236

apartment, Boston
This flat in Boston's South End offers excellent access to Boston South Station and Back Bay, placing you 2.6 kilometres from Boston Common and within walking distance of attractions such as the Freedom Trail and the Boston Tea Party Ship & Museum.
This 66 square metre residence accommodates up to three guests and features a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, complimentary WiFi, an indoor swimming pool, and an on-site sauna.
The Clark : Aesthetic  Clean  Amenities! - Boston, MA
9.8 90 reviews

The Clark : Aesthetic Clean Amenities!

apartment, Boston
This stylish studio apartment is situated near Boston College and Harvard University, a short 0.8-kilometre walk from the 'T' subway providing easy access to Boston's attractions.
The self-catering flat offers a queen-size bed, a room divider creating a bedroom area, a fully equipped kitchen with dishwasher, in-unit laundry, a 65” SmartTV, and accommodates up to four guests, with access to a shared complex boasting lounges, gyms, and games rooms.
Luxury 2b2b Downtown Boston - Boston, MA
10 5 reviews

Luxury 2b2b Downtown Boston

apartment, Boston
This Boston financial district flat offers a prime location, placing you within easy reach of numerous city attractions and landmarks, including the Freedom Trail at approximately 1.5 kilometers and the Boston Common at 1.2 kilometers.
This luxury apartment accommodates up to six guests and boasts a well-equipped kitchen, air conditioning, a swimming pool, a fitness centre, and parking, alongside an exceptional rooftop deck providing panoramic views of the city skyline, Tobin Bridge, and Charles River.

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

A Stylish Stay W/ A Queen Bed, Heated Floors.. #24 - Boston, MA
No reviews

A Stylish Stay W/ A Queen Bed, Heated Floors.. #24

apartment, Brookline
Apartment. You will be based in Brookline.
Facilities and services include air conditioning, a fridge and a kitchen. Take advantage of the terrace in this apartment!
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.
Charming Boston Home | Near T - Boston, MA
9.8 7 reviews

Charming Boston Home | Near T

apartment, Boston
This four-bedroom, two-bathroom flat is situated in Savin Hill, South Boston, a mere 500 metres from the Savin Hill T station, offering direct access to Boston's city centre.
This professionally designed apartment accommodates up to ten guests, featuring an open-concept living space with a fully equipped kitchen, air conditioning, internet, and a shared outdoor patio, all managed by Stay Heirloom.
14-1- 3br Milton -Cozy Apt Near Blue Hills Museum - Boston, MA
10 1 review

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

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

Boston Luxury For Less!! Near Bcec - Boston, MA
9.7 563 reviews

Boston Luxury For Less!! Near Bcec

apartment, Boston
This luxurious two-bedroom penthouse apartment in City Point, South Boston, is located steps from the beach and a short walk (approximately 0.8 km) from the Seaport District and Castle Island.
The 130 sq m property boasts an open-plan layout, accommodating up to four guests, and features a gourmet kitchen with high-end appliances, a spa-like bathroom, keyless entry, and a private deck; nearby attractions include the bars featured in the film *Good Will Hunting*.
3 Bed Apartment In Somerville Ac Parking Included - Boston, MA
9.5 25 reviews

3 Bed Apartment In Somerville Ac Parking Included

apartment, Somerville
This three-bedroom flat in Somerville offers a peaceful residential setting, situated a mere 1.2 kilometre stroll from Harvard University and close to local amenities and public transport to downtown Boston.
This property accommodates up to five guests and features air conditioning, a garden, and a kitchen equipped with a fridge, microwave oven, and dishwasher, ensuring a comfortable stay.
Forest Hill Condos -Boston - Boston, MA
9.2 32 reviews

Forest Hill Condos -Boston

apartment, Boston
This Forest Hill condo, situated in Boston near Back Bay (7.2 km), MIT (7.9 km), and the Museum of Fine Arts (5.5 km), offers a quiet yet convenient location for exploring the city.
This one-bedroom, two-bathroom apartment boasts 112 square metres of space, comfortably accommodating up to 11 guests and including amenities such as free Wi-Fi, a fully equipped kitchen, and air conditioning.
6br Boston Home | Near T - Boston, MA
9.8 69 reviews

6br Boston Home | Near T

apartment, Boston
This South Boston apartment, a short walk from the MBTA subway, offers easy access to Boston's attractions.
Sleeping up to 16 guests, this six-bedroom, three-bathroom property boasts two kitchens, a shared backyard with grill, and a deck, perfect for large groups exploring the city.