Vacation Rentals in Boston, MA

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Boston, MA vacation rentals
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10420 Vacation rentals and Airbnb in Boston, MA

Best family friendly Boston, MA vacation rentals

Among the 10420 accommodations in Boston, MA, here are the 4 best family friendly rentals

Convenient Location And Smart Lock Access - Stylish Urban Haven - Boston, MA
No reviews

Convenient Location And Smart Lock Access - Stylish Urban Haven

apartment, Boston
This one-bedroom flat is located in Boston's Financial District, just a few blocks from the State House, North End, Faneuil Hall, the Seaport, and the New England Aquarium.
This accommodation offers self-check-in with a smart lock, a 24/7 guest experience team, and Chromecast for entertainment, accommodating up to two guests with a kitchen including a fridge and microwave.
Elegant 2br - 2ba Oasis With Pool & Gym - Boston, MA
10 6 reviews

Elegant 2br - 2ba Oasis With Pool & Gym

apartment, Everett
This centrally located Everett apartment offers easy access to Encore Boston Harbor (a 4-minute drive) and Assembly Row (a 6-minute drive), and is a 14-minute walk from Chelsea station.
The 93-square-metre (1000 sq ft) property boasts six bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a swimming pool, garden, and a fully equipped kitchen.
Stylish Space With Cozy Fireplace - Elegant Urban Escape - Boston, MA
No reviews

Stylish Space With Cozy Fireplace - Elegant Urban Escape

apartment, Boston
This one-bedroom flat in Boston's Downtown district offers convenient access to landmarks such as the Freedom Trail and Boston Common, situated approximately 1.5 kilometres away.
This pet-friendly accommodation for two includes a fully equipped kitchen, air conditioning for warmer months, and a living room with a fireplace, with pack-n-plays available on request for families.
Spacious 4br/4ba  Great For Groups & Long Stays - Boston, MA
10 96 reviews

Spacious 4br/4ba Great For Groups & Long Stays

apartment, Boston
This four-bedroom apartment is located just a short distance from Boston's main attractions, universities, and hospitals, making it a convenient base for exploring the city. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The apartment is spacious and comfortably accommodates up to eight guests. It features four private bathrooms, two private outdoor porches, a fully equipped kitchen, and a range of amenities, including high-speed Wi-Fi, central heating and air conditioning, a washer and dryer, and free street parking.

Best Boston, MA vacation rentals with a pool

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

High End Apt Seaport - Boston, MA
No reviews

High End Apt Seaport

apartment, Boston
This Boston Seaport District flat is a 19-minute walk from the Old State House and 1.1 km from Boston South Station, offering easy access to the Boston Tea Party Ships & Museum and the Boston Convention and Exhibition Centre.
The 51-square-metre apartment features one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to an on-site swimming pool and fitness centre.
What A Gem City Views And A Rooftop Pool Await - Boston, MA
No reviews

What A Gem City Views And A Rooftop Pool Await

apartment, Boston
This Boston flat offers a prime location, a 14-minute walk to the Freedom Trail and 0.9 miles (approximately 1.45 kilometres) from Boston Common, placing you close to the Old State House and King's Chapel and Burying Ground.
This 70 square metre residence accommodates up to 9 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, free Wi-Fi, a fitness centre, a rooftop pool with city views, and access to an on-site casino and water park.
The Holmes : Chic  Sun-soaked  W/d - Boston, MA
9.4 109 reviews

The Holmes : Chic Sun-soaked W/d

apartment, Boston
This apartment is situated just 5km from Boston College and Harvard, close to the T (public transport) and Whole Foods, making it an ideal base for exploring the city. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
The flat is a modern, one-bedroom property that can comfortably accommodate up to 5 guests. This spacious accommodation offers a fully equipped kitchen, a washer and dryer, a 65" Roku TV, and free Wi-Fi, along with access to a shared gym, pool, and lounge areas.
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.

Frequently asked questions about holiday rentals in Boston, MA

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

    You simply must visit the Freedom Trail, a 4km red brick path winding through 16 historic sites. A must-see is the Boston Tea Party Ships & Museum, where you can experience the famous event firsthand. And don't forget to wander through the bustling Faneuil Hall Marketplace, a historic market with a wide range of shops and restaurants.
  • 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 vibrant atmosphere, consider the Back Bay, known for its elegant brownstones and proximity to shops and restaurants. For a more relaxed vibe, try the South End, with its charming Victorian architecture and trendy eateries. If you prefer a quieter stay, Beacon Hill offers a charming, historic setting with cobblestone streets and beautiful gardens.
  • 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 New England Aquarium is a must-visit for families, with its diverse marine life and interactive exhibits. The Boston Children's Museum is a great place for interactive learning, with hands-on exhibits and play areas. For a fun day out, head to the Boston Duck Tours, where you can tour the city by land and water.
  • 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 deals, book your vacation rental in the shoulder seasons, from April to May or September to October. However, if you're keen on experiencing the city's festive atmosphere, you might prefer to book during the peak season, from June to August.
  • 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 annually in April, is a major sporting event. The Boston Calling Music Festival, held in May, features a diverse range of music acts. For a taste of local culture, visit the Boston Harborfest in July, a celebration of the city's maritime history.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Boston, MA are Victorian Condo, Modern - Spacious 1br For 4 - Easy Marathon Access and *Heart Of Boston* Downtown/south End/back Bay.

  • 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?

    Take a stroll through the Public Garden, a beautiful oasis in the heart of the city. Explore the free exhibits at the Museum of Fine Arts. Enjoy a picnic lunch at the Boston Common, a historic park with plenty of green space.
  • What are the best restaurants with local dishes in Boston, MA?

    For authentic New England seafood, try the Boston Chowda Company. For a taste of Italian-American cuisine, visit Mike's Pastry. For a truly Boston experience, head to Durgin-Park, a historic restaurant serving classic New England dishes.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, taking you past many historical landmarks. The Charles River Esplanade is a beautiful waterfront path perfect for cycling. For a scenic route, try the Minuteman Bikeway, a 25km paved path following the route of the first battle of the American Revolution.
  • Are there pet-friendly attractions in Boston, MA?

    Many parks in Boston are dog-friendly, including the Boston Common and the Public Garden. The Boston Harborwalk is also a great option for a walk with your furry friend. Some restaurants and cafes also welcome dogs on their patios.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy compared to hotels, often with amenities like kitchens and laundry facilities. They can also be more affordable, especially for families or groups travelling together.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox, is a must-visit for any sports fan. The TD Garden hosts the Boston Celtics and the Boston Bruins, while Gillette Stadium is home to the New England Patriots.

Popular destinations

Best Boston, MA holiday rentals with a balcony

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.
Peaceful Milton Getaway- Trails & City Nearby - Boston, MA
10 3 reviews

Peaceful Milton Getaway- Trails & City Nearby

apartment, Milton
This Milton house, near Mattapan and Blue Hill Avenue stations, provides easy access to Boston attractions such as Franklin Park Zoo, Northeastern University, and Boston Medical Center, all within 9.6km.
This spacious 455 square metre property boasts six bedrooms, six bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, laundry facilities, a fireplace, a balcony, and parking.
Charming Historic Building With Cozy Outdoor Spaces - Inviting Urban Oasis - Boston, MA
No reviews

Charming Historic Building With Cozy Outdoor Spaces - Inviting Urban Oasis

house, Boston
This seven-bedroom, three-bathroom residence in Boston's Allston district offers accommodation for up to fourteen guests, situated 7.2 kilometres from downtown Boston and a two-minute walk from the Green Line T station, providing convenient access to Harvard, MIT, and the city centre. This property features a fully equipped kitchen, air conditioning, on-site laundry, and a terrace, with numerous cafes, restaurants, and pubs located nearby in the Allston neighbourhood.
Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi - Boston, MA
9.4 15 reviews

Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi

apartment, Weymouth Town
This apartment is situated in Weymouth, just 35 kilometres from Boston's Convention and Exhibition Centre and Copley Square, offering easy access to the city's attractions while enjoying a quieter, more relaxed setting. It has received excellent reviews from previous guests.
The flat has one bedroom, one bathroom and can accommodate up to two guests, with a total floor space of 65 square metres. It comes with a range of amenities including a kitchen, air conditioning, a terrace and private parking, ideal for a comfortable and enjoyable stay.

Best Boston, MA holiday rentals with parking

Downtown Boston Common Studio Theater District Chinatown Smart Hdtv Td Garden Bruins Celtics Patriots - Boston, MA
8.0 19 reviews

Downtown Boston Common Studio Theater District Chinatown Smart Hdtv Td Garden Bruins Celtics Patriots

studio, Boston
This Boston studio apartment is centrally located in the Theatre District, near Chinatown, a 1.1 km walk from Boston Common and 1 km from South Station, offering easy access to major attractions.
The 325 square metre self-catering apartment sleeps three, features a fully equipped kitchen, a private bathroom, air conditioning, and includes on-site amenities such as a snack bar, playground, and bicycle rental, plus paid airport shuttle service to Logan Airport.
Boston Duplex W/ Foosball Table: 11 Mi To Downtown - Boston, MA
No reviews

Boston Duplex W/ Foosball Table: 11 Mi To Downtown

apartment, Boston
This Hyde Park flat is situated within a 9-10 minute walk of Hyde Park and Fairmont stations, and within 15km of attractions including Fenway Park, Northeastern University, and the Samuel Adams Brewery.
The self-catering apartment offers free on-site parking, Wi-Fi in communal areas, a fully equipped kitchen with a dishwasher, and air conditioning.
2 Bedroom Unit W Elevator & In-unit Laundry - Boston, MA
8.8 4 reviews

2 Bedroom Unit W Elevator & In-unit Laundry

apartment, Boston
This Boston apartment, situated in Back Bay, is less than 3.2km from Boston Common and the Public Garden, 2.9km from the Massachusetts Institute of Technology (MIT), and a 13-minute walk from the Museum of Fine Arts.
The 93 square metre flat sleeps seven, features two bathrooms, in-unit laundry, a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi and a spa, offering comfortable self-catering accommodation near many Boston attractions.
Modern Family Retreat | 3br 2ba Boston 85a - Boston, MA
10 19 reviews

Modern Family Retreat | 3br 2ba Boston 85a

apartment, Boston
This three-bedroom, two-bathroom apartment in Dorchester, Boston, is situated 8 kilometres from the city centre and a 2-minute walk from a bus stop, offering easy access to Downtown Boston.
The 3-bedroom property sleeps up to 12 guests, features a fully equipped kitchen, in-unit laundry facilities, smart TVs, and free street parking (subject to availability), and is close to grocery stores and restaurants.
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