Holiday Rentals in Boston, MA

10420 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Boston, MA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

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.
Full 1800 Sq Feet Condo Steps From Hip Davis Sq. - Boston, MA
9.7 190 reviews

Full 1800 Sq Feet Condo Steps From Hip Davis Sq.

apartment, Somerville
This Davis Square apartment in Somerville is a five-minute walk from both the Red and Green Line subway stations, providing easy access to Cambridge, Boston, and Brookline.
The two-bedroom, two-bathroom condo sleeps four guests, offering a well-equipped kitchen, living room with Netflix and Disney+, and a private garden, plus children's games and toys.
Stylish Loft With Bright Living Space - Chic Urban Retreat - Boston, MA
No reviews

Stylish Loft With Bright Living Space - Chic Urban Retreat

apartment, Boston
This professionally designed flat is located in Boston's Financial District, offering convenient access to downtown attractions and situated 1.2 kilometres from Faneuil Hall Marketplace.
This one-bedroom, one-bathroom apartment accommodates two guests, with options for four using an air mattress for a fee, and features a fully-equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus touch-less entry and air conditioning.
Studio Flat ∙ 1 Bedroom ∙ 2 Guests - Boston, MA
No reviews

Studio Flat ∙ 1 Bedroom ∙ 2 Guests

studio, Quincy
This studio apartment offers unparalleled convenience in Quincy, directly opposite North Quincy Station, providing immediate access to the Boston T subway system.
This family-friendly accommodation sleeps two, featuring a king-sized bed, a full kitchen with a fridge and microwave, air conditioning, complimentary Wi-Fi, and access to on-site fitness and business centres, with breakfast included and Pope John Paul II Park just 1.5 kilometres away.

Best Boston, MA holiday rentals with a pool

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

Comfortable & Cozy 2br/2ba In Assembly Row Plaza - Boston, MA
8.8 10 reviews

Comfortable & Cozy 2br/2ba In Assembly Row Plaza

apartment, Somerville
This two-bedroom, two-bathroom apartment in Assembly Row Plaza, Somerville, is situated a short walk from the Assembly Row T station, providing easy access to Boston.
The 2BR/2BA property offers guests a fully equipped kitchen, including a dishwasher, a swimming pool, fitness centre, and parking, accommodating up to five people.
Sunny Quiet 2 Br Mit Hrvrd Bu Fenway Longwood - Boston, MA
9.8 39 reviews

Sunny Quiet 2 Br Mit Hrvrd Bu Fenway Longwood

apartment, Cambridge
This Cambridge flat enjoys an excellent location, a 15-minute walk (approx. 2.4km) from MIT, Harvard University, Boston University, and the Red and Green Line subway stations.
The two-bedroom, one-bathroom property sleeps four guests, features a well-equipped kitchen, private garden with fire pit, and ample parking is available for rent nearby; Trader Joe's, Starbucks, and MicroCenter are all within a short walk.
111 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Boston, MA
No reviews

111 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Boston
Apartment for 6 people. This accommodation is located in Boston.
Facilities and services: a dish washer, a swimming pool and a washing machine. Pets are welcome in this apartment.
70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Boston, MA
No reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Boston
Apartment rental listing for 6 people. This accommodation is located in Boston.
Facilities and services: air conditioning, a kitchen and a fridge. Enjoy a swimming pool in this apartment in Boston!

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.

Popular destinations

Best Boston, MA holiday rentals with a balcony

Best Location In Boston - Boston, MA
10 1 review

Best Location In Boston

apartment, Boston
This South Boston flat offers excellent proximity to Logan Airport, Downtown Boston, and the beach, all within a 5-minute drive, and is a short walk from Faneuil Hall Marketplace and the Freedom Trail.
This family-friendly residence accommodates up to six guests in three bedrooms, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, two balconies, and private parking.
Skyline Views And Cozy Reading Nook - Luxurious Multi-floor Retreat - Boston, MA
No reviews

Skyline Views And Cozy Reading Nook - Luxurious Multi-floor Retreat

apartment, Boston
This two-bedroom flat is situated in Boston's Fenway district, offering easy access to local amenities and attractions, with the Fenway Park just 700 meters away.
This multi-level penthouse accommodates up to four guests and features a rooftop deck with skyline and river views, a fully equipped kitchen, and complimentary pack-n-plays for families.
Modern & Cozy 3-bedroom Condo Near Downtown - Boston, MA
10 10 reviews

Modern & Cozy 3-bedroom Condo Near Downtown

apartment, Boston
This Roxbury, Boston apartment, less than 5km from the city centre and under 3km from Carson Beach, offers easy access to major highways, public transport, and attractions such as the John F. Kennedy Presidential Library and Museum.
This three-bedroom, two-bathroom property boasts 139 square metres of living space, comfortably accommodating five guests with amenities including a fully equipped kitchen, free on-street parking, and 42" smart TVs in each room.
Cozy 5br Jamaica Plain | Walk To T & Downtown - Boston, MA
10 3 reviews

Cozy 5br Jamaica Plain | Walk To T & Downtown

apartment, Boston
This five-bedroom Jamaica Plain flat, a 1.6km walk from Forest Hills T station, offers easy access to Boston's city centre and proximity to Franklin Park.
Sleeping up to twelve guests, the property features a professionally designed open-plan layout, a fully equipped kitchen with dishwasher, high-speed internet, and a terrace; on-street parking is available at a cost.

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*.
Sunlit Efficiency Unit-longwood/fenway - Boston, MA
9.8 58 reviews

Sunlit Efficiency Unit-longwood/fenway

apartment, Boston
This Boston apartment, a compact efficiency unit in the Fenway-Kenmore area, is ideally located less than 1.6km from Fenway Park, the Longwood Medical Area, and the Museum of Fine Arts.
The self-catering studio flat, sleeping one guest, features a kitchenette with fridge, freezer, and microwave, high-speed Wi-Fi, a smart TV with YouTube TV access (personal accounts required), and is near a shared laundry facility; nearby parking is available via Spothero.
New! Boston Full Home Near Mbta! 3 Mi To Fenway! - Boston, MA
9.4 297 reviews

New! Boston Full Home Near Mbta! 3 Mi To Fenway!

apartment, Boston
This apartment is just 1.3km from the commuter rail station, offering a quick 11-minute journey into the heart of Boston, making it a convenient base for exploring the city. The apartment boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat comfortably sleeps six adults, ideal for families or groups of friends. The apartment provides everything you need for a relaxing stay, including free on-street parking, a fully equipped kitchen, air conditioning, a garden, and internet access.
Charming Tree Top Victorian - Two Bedroom Retreat - Boston, MA
10 18 reviews

Charming Tree Top Victorian - Two Bedroom Retreat

apartment, Boston
This family-friendly flat is located in Jamaica Plain, a neighbourhood in Boston, just 3km from Franklin Park Zoo, Brigham and Women's Hospital, and Longwood Medical Area. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, with 2 bedrooms, 1 bathroom, and a floor area of 149 square metres, comfortably accommodating up to 4 guests. A range of amenities are available, including a swimming pool, tennis court, garden, and barbecue grills, ensuring a relaxing and enjoyable stay.
©2026 cozycozy.com