Best Holiday rentals and Airbnb offers in Boston, MA
9.7 281 reviews
(T3) Fresh & Fun Studio In Heart Of South End
apartment, Boston
This studio apartment is situated in Boston's South End, within a 1.6km walk of the Boston Common and the Museum of Fine Arts, surrounded by restaurants, galleries, and shops. The apartment has excellent user, location, and cleanliness ratings. The apartment is a comfortable and convenient space for up to two guests. It comes equipped with a kitchen, air conditioning, WiFi, a TV, and a washer and dryer in the basement.
9.3 56 reviews
The Ellie House 1- Back Bay Studio, 2 Beds! W/d
apartment, Boston
This Back Bay flat offers a prime Boston location, within easy walking distance of Newbury Street, Prudential Center, and Copley Square. The self-catering apartment sleeps two, features a fully equipped kitchen including a dishwasher, and offers baby amenities upon request; parking is available at an extra cost.
9.7 14 reviews
(Mlb8) Back Bay, Walk To It All!
apartment, Boston
This Back Bay flat offers a prime Boston location, mere steps from Newbury Street, the Prudential Centre, and Copley Square, with convenient access to major hospitals and universities, as well as landmarks such as Boston Common and the Freedom Trail. This 2-person apartment includes a private bathroom with a hairdryer, air conditioning, and kitchen facilities with a fridge, freezer, and microwave, with coin-operated laundry available in the building, and a 10% discount for medical or hospital-related stays.
8.6 47 reviews
Symphony Suites By Thatch
apartment, Boston
Symphony Suites by Thatch offers a one-bedroom apartment in Boston's Fenway-Kenmore area, conveniently located 1.9 km from Boston University and a 10-minute walk from the Hynes Convention Centre. This self-catering flat, sleeping up to two guests, includes a kitchen with fridge, microwave, and dishwasher, a terrace, and air conditioning; nearby attractions include the Museum of Fine Arts and Fenway Park.
9.8 170 reviews
10 Minutes To Downtown Boston
apartment, Boston
This Boston garden-level flat is conveniently located near a major transit line, offering easy access to the city centre (4.8km away). The self-catering apartment sleeps three, featuring a queen-size bed, pull-out sofa, full bathroom, basic kitchen amenities (microwave, hot plate, coffee maker, refrigerator), and private gated access.
10 15 reviews
Quiet Boston Getaway In Prime Location
apartment, Boston
This centrally located flat in Boston offers proximity to Fenway Park, TD Garden, and Boston Common, with historical landmarks less than 1 kilometre away and excellent access to public transport. This 3-bedroom flat accommodates up to 5 guests and includes a dishwasher, air conditioning, and the rare advantage of private parking, with free street parking also available.
9.6 215 reviews
Bay Village Charm | 99 Walkscore | Short/long Stay
resort, Boston
This one-bedroom flat is located on a quiet street in the Back Bay neighbourhood, just 200 metres from the Boston Public Gardens and a 6-kilometre drive to Mass General Hospital. The apartment has excellent user, location and cleanliness ratings. The flat is ideal for two guests and comes with a fully equipped kitchen, laundry facilities, air conditioning and self check-in. It also offers easy access to public transport and is within walking distance of a range of attractions, shops and restaurants.
9.8 566 reviews
Quirky Studio In Jamaica Plain
apartment, Boston
This Victorian farmhouse Airbnb is located in Jamaica Plain, a neighbourhood in Boston, just 5km from downtown Boston and 3km from the Longwood Medical Area. The property has received excellent ratings for its location, cleanliness and user experience. The apartment offers a comfortable stay for 3 adults, with the option of a fourth person using the trundle bed in the living room. Guests can enjoy a well-equipped kitchen, a shared deck with views, a SMART TV with premium channels, and nearby amenities like a gym and laundromat.
No reviews
The Dazzling Two-bedroom Two-bath Suite In Boston
apartment, Boston
This two-bedroom suite is situated in Boston, 1.0 kilometre from South Station and 0.97 kilometres from Back Bay, offering convenient access to attractions such as the Boston Tea Party Ship & Museum and the Freedom Trail. Boasting 111 square metres of floor area, this flat accommodates up to 13 guests with two bathrooms, a fully equipped kitchen, air conditioning, a fireplace, and on-site amenities including a swimming pool, fitness centre, and garden, with complimentary WiFi and lift access.
9.8 6 reviews
Luxury 1br Next To Broadway Southie Dpcu
apartment, Boston
This luxury one-bedroom flat is situated at the start of South Boston, a mere 200 metres from the Broadway Red Line station, providing swift access to central Boston attractions and Massachusetts General Hospital. This 71 square metre flat offers a fully equipped kitchen, a King bed and sofa bed for two guests, and building amenities include a rooftop terrace with city views, all within easy reach of restaurants, entertainment, and Boston Common.
10 1 review
Boston Apartment Near T
house, Boston
This Boston townhouse is located 1.8 kilometres from the Museum of Fine Arts, placing it 3.5 kilometres from Back Bay and 3.2 kilometres from Fenway Park. This spacious residence offers 186 square metres of living space, accommodating up to 13 guests across 4 bedrooms, with 3 bathrooms, a fully equipped kitchen, and on-site parking.
10 3 reviews
Washer And Dryer - Location - Newbury And Boylston
apartment, Boston
This two-bedroom, two-bathroom flat is located in Boston's Back Bay district, just 50 metres from Newbury Street and directly opposite the Hynes Convention Centre and Prudential Centre Mall, with a Trader Joe's adjacent. This city apartment offers accommodation for four guests, featuring air conditioning, a Jacuzzi, and an in-unit washer and dryer, with a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
Browse Waterfront Holiday Rentals in Boston, MA
Plan a relaxing coastal holiday at seaside holiday rentals in Boston, MA, situated just a short journey from local shores.
9.7 368 reviews
Houseboat In Boston Harbor Wifi A/c /Heat Be Rocked To Sleep
houseboat, Boston
This houseboat is located in Charlestown, just a mile from the Charlestown Navy Yard and The Freedom Trail, and within two miles of TD Garden and Boston Harbor. It has received excellent ratings for user experience, location, and cleanliness. The houseboat has one bedroom and one bathroom, and can comfortably accommodate up to six guests. It features a kitchen with a fridge and microwave, air conditioning, a terrace, a garden, parking, and a spa tub.
10 3 reviews
Family-friendly 3br Easy Blue Line Access Near Boston
apartment, Boston
This East Boston flat offers convenient access to Revere Beach, approximately 8 kilometres away, and Boston Common, just under 5 kilometres distant, placing you within easy reach of the New England Aquarium and Museum of Science. This three-bedroom flat accommodates up to ten guests and includes amenities such as air conditioning, Wi-Fi, and a hairdryer, with nearby transport links providing access to TD Garden and Fenway Park for sporting events and concerts.
10 1 review
2br/2ba Seaport Ocean View | Skydeck & Prime Spot
apartment, Boston
This two-bedroom flat offers excellent accommodation in Boston's Seaport district, featuring ocean views and situated within 500 meters of dining, shopping, the waterfront, and Seaport attractions. This premium apartment sleeps up to five guests, boasting a king-sized master bedroom, a second bedroom with a queen bed, a spacious living area with a 65-inch smart TV, and amenities including air conditioning, a gym, and a fully equipped kitchen with a dishwasher.
9.8 43 reviews
Cozy/warm Near-commuter Rail, Boston, Airport, Casino And More !
apartment, Chelsea
This family-friendly flat is located in Chelsea, a short distance from the beach and within easy reach of Suffolk University and Encore Boston Harbor. It has received excellent user ratings, making it a popular choice for travellers. The apartment has two bedrooms and can accommodate up to four guests, offering plenty of space for families or groups of friends. Amenities include a fully equipped kitchen, a spa tub, and a terrace, providing everything you need for a comfortable and enjoyable stay.
Best family friendly Boston, MA holiday rentals
Among the 10420 accommodations in Boston, MA, here are the 4 best family friendly rentals
No reviews
120 M² Condo ∙ 2 Bedrooms ∙ 4 Guests
apartment, Boston
Holiday rental listing for 4 people. You will be located in Boston. Services and facilities: a fridge, an iron and a freeze. This is a family-friendly apartment!
No reviews
Luxe 3bd Allston
apartment, Boston
This family-friendly Allston flat is conveniently located 2.6 kilometres from Harvard Square and 2.3 kilometres from Harvard University, with John F. Kennedy Park 1.6 kilometres away and Brattle Theatre 2 kilometres distant. This spacious 138 square metre apartment offers three bedrooms, two bathrooms, air conditioning, complimentary WiFi, and free private parking, accommodating up to 14 guests with a fully equipped kitchen including a fridge, microwave oven, and dishwasher.
8.7 11 reviews
Cozy Stay On Historic Mt Auburn 5 Min To Harvard
apartment, Watertown Town
This two-bedroom house in Watertown Town offers convenient access to Brattle Theatre (3.4 kilometres), Harvard Square (3.4 kilometres), and John F. Kennedy Park (3.5 kilometres). This family-friendly accommodation provides 30 square metres of floor area, accommodates up to 7 guests, and includes free WiFi, air conditioning, and private parking for two vehicles, with bicycle rental available for exploring the local area.
9.6 7 reviews
Central Square 2br Condo Near Harvard & Mit Spacious Gym & Work
apartment, Cambridge
This three-bedroom Cambridge flat, located in Kendall Square's innovation district, offers easy access to public transport (a 0.25km walk to the nearest T station) and is within 1.6km of MIT and Harvard Square. The 107 square metre property boasts two bathrooms, a jacuzzi, a private garden, and parking, comfortably sleeping seven guests and including amenities such as a fully equipped kitchen, in-unit laundry, and access to a fitness centre and rooftop terrace.
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 get a real feel for Boston's history. And no trip to Boston is complete without a visit to the Boston Public Garden, a beautiful park with a swan boat ride. It's a lovely spot to relax and enjoy the city.
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. It's close to the Public Garden, Newbury Street, and lots of restaurants. If you prefer a quieter neighbourhood, try Beacon Hill. It's charming with cobbled streets and historic houses, and it's close to the State House.
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-see for kids. They have a great variety of marine life, including penguins and sharks. The Boston Children's Museum is also a popular choice, with interactive exhibits that are fun for all ages. And for a bit of history, take a trip to the USS Constitution, a historic warship.
What are the best holiday rentals with a pool in Boston, MA?
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 your vacation rental well in advance, especially if you're travelling during peak season, which is from May to October. If you're looking for a bargain, try booking outside of these months, but be aware that the weather may be less predictable.
What are the best rentals for families and kids in Boston, MA?
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 in April, and the Boston Calling Music Festival in May is always popular. If you're visiting in the summer, check out the Boston Harborfest, a festival celebrating the city's maritime history. And in the autumn, the Boston Oktoberfest is a great way to celebrate the season.
What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?
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 Library is a beautiful building and it's free to enter. You can wander around the reading rooms and admire the architecture. The Boston Common is a great place to relax and enjoy the outdoors, and it's completely free. And for a unique experience, take a walk along the Charles River Esplanade, a scenic walkway with views of the city.
What are the best walking or cycling routes in Boston, MA?
The Freedom Trail is a great walking route, taking you through the city's historical heart. For a more scenic walk, try the Charles River Esplanade. It's a 5.6km walkway along the Charles River, with views of the city and the Boston University Bridge. If you're feeling energetic, you can cycle the Minuteman Bikeway, a 25km path that follows the route of the British troops during the Battle of Lexington and Concord.
Are there pet-friendly attractions in Boston, MA?
Yes, there are plenty of pet-friendly attractions in Boston. The Boston Public Garden is dog-friendly, and there are dog parks throughout the city. Many restaurants and shops welcome dogs, so you can bring your furry friend along for the day.
What are the benefits of choosing a vacation rental in Boston, MA?
Vacation rentals offer more space than a hotel room, and you'll have access to a kitchen, so you can save money on meals. You'll also have more privacy and flexibility, as you can come and go as you please. And some rentals offer unique features, like a balcony or a fireplace, which you wouldn't find in a hotel.
What are the top sports attractions and facilities in Boston, MA?
Boston is a huge sports city, home to the Boston Red Sox (baseball), the Boston Celtics (basketball), the Boston Bruins (ice hockey), and the New England Patriots (American football). You can catch a game at Fenway Park, TD Garden, or Gillette Stadium. There's also the Boston Marathon, which is held every year in April.
Popular destinations
Find the Best Holiday Rentals with a Pool in Boston, MA
Our holiday rentals near the water in Boston, MA include a pool, so a relaxing swim is always on the cards.
No reviews
Apt In Downtown Seaport With Pool And Gym
apartment, Boston
This one-bedroom flat is located in Boston's Seaport district, a 10-minute walk from Boston Harbor and Flynn Cruiseport Boston, with Faneuil Hall Marketplace and Newbury Street approximately 1.6 kilometres away. This 59 square metre apartment accommodates up to three guests and offers a fridge, microwave, dishwasher, air conditioning, and a communal swimming pool, with the MBTA Silver Line at Courthouse and South Station providing convenient access to downtown and Logan Airport.
No reviews
Luxe Revere Studio W/ Lounge, Game Room, W/d, A/c, By Blueground
studio, Revere
This Revere apartment, situated 1.3 kilometres from Revere Beach and a 2-minute walk from Beachmont Station, offers easy access to public transport and the coast. The 37-square-metre flat includes a fully equipped kitchen, in-unit laundry, and accommodates two guests, with on-site amenities such as a fitness centre, swimming pool and barbecue facilities.
9.7 58 reviews
The Hunter: Comfortable Bright Amenities!
apartment, Boston
This two-bedroom Boston apartment, ideally located near Boston College and Harvard University, is a short 0.8 km walk from the T subway, providing easy access to the city. The 2-bathroom flat offers two queen beds, sleeping up to five guests, and boasts amenities including a fully equipped kitchen, in-unit laundry, and access to a complex with a swimming pool, fitness centre, and games room; plus, blazing-fast Wi-Fi.
No reviews
Stylish Apt Downtown Seaport
apartment, Boston
This Seaport district flat is located 1.6 kilometres from the Old State House and a 17-minute walk from Custom House. This 68-square-metre apartment accommodates up to seven guests with a fully equipped kitchen, air conditioning, and on-site access to a swimming pool and fitness centre, offering convenient proximity to the Boston Convention and Exhibition Centre and Logan Airport, 6 kilometres away.
Neighborhoods and points of interest in Boston, MA
Our Favourite Holiday Rentals with Parking in Boston, MA
On-site parking takes one thing off your list when visiting Boston, MA, and these holiday rentals have it included.
9.6 26 reviews
Luxurious 2br - 2ba Apt At Hyatus
apartment, Somerville
This Somerville apartment, ideally located near Davis Square, Union Square, and Assembly Row, offers easy access to the Orange Line and is within walking distance of numerous shops and restaurants. The 93 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a swimming pool, spa, and secure parking; the building also features a fitness centre and co-working spaces.
10 189 reviews
*New* 3 Br South End Duplex With A/c In The City!
apartment, Boston
This Boston penthouse duplex, situated in the South End, is within easy walking distance of Newbury Street, Beacon Hill, and the Boston Public Garden. The three-bedroom, one-bathroom apartment sleeps eight guests and boasts a fully equipped kitchen, in-unit laundry, and a spacious living area with skylights and smart TV; private access to the top two floors offers ample space and privacy.
8.2 130 reviews
Harmony Medical Suites Chinatown
studio, Boston
This Boston flat is situated in Chinatown, offering convenient access to the city centre within 700 metres, a six-minute walk to Boston South Station and the Freedom Trail, and an eleven-minute walk to the Boston Tea Party Ship & Museum. This apartment provides air-conditioned accommodation with complimentary WiFi, a kitchen equipped with a fridge, microwave, and dishwasher, and on-site fitness facilities, with parking also available.
9.8 12 reviews
Brand New Luxury Retreat W/ Pool & Fitness Center
apartment, Boston
This South Boston flat provides modern accommodation with convenient access to Carson Beach, Downtown Boston, and the Red Line, situated less than 500 meters from key transport links. This two-bedroom residence, accommodating up to six guests, boasts a heated outdoor swimming pool, two fitness centres, a yoga studio, resident lounges, a courtyard with grilling stations, in-suite laundry, and a pet wash station, all within a luxury apartment complex.
Discover 5-Star Self-Catering Rentals in Boston, MA
Comfort, quality and a prime location; each luxury holiday rental or Airbnb in Boston, MA is selected with your relaxation in mind.
9.5 107 reviews
Cozy Longwood-fenway Studio
apartment, Boston
Best Boston, MA holiday rentals with a balcony
9.8 755 reviews
The Boiler Room - Close To Subway & Downtown
apartment, Boston
9.3 14 reviews
Airport Subway Condo
apartment, Boston
9.4 86 reviews
Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking
apartment, Boston
10 9 reviews
Paradise Found: Luxury Roof Deck
houseboat, Boston
Best Pet-Friendly Holiday Rentals in Boston, MA
These dog-friendly holiday rentals and Airbnbs in Boston, MA guarantee a holiday your pet will enjoy as much as you.
8.8 8 reviews
Luxurious 1br In Fidi Boston Close To Everything
apartment, Boston
9.4 228 reviews
Downtown Xing | Lots Of Light | Monthly Discounts
apartment, Boston
No reviews
High End Apt Seaport With Pool
apartment, Boston
No reviews
Hot Tub And Backyard Oasis - Stunning South Boston Escape
house, Boston
Search Holiday Rentals with a Hot Tub in Boston, MA
Coming home to a hot tub after a day by the water changes the whole feel of a stay. These holiday rentals are ready for you.
9.4 82 reviews
Fifa World Cup Stay! Luxury 6,000 Sq Ft Home Near Boston
apartment, Newton
No reviews
Convenient 3 Bed - Steps To Kendall
apartment, Cambridge
9.0 17 reviews
Modern 2 Bedroom 2 Bath Apartment In Heart Of Quincy
apartment, Quincy
9.9 16 reviews
New Luxury 4br/3 Bath Apt W/ac & Ev Charger
apartment, Somerville
Top-Rated Holiday Rentals with a Spa in Boston, MA
After enjoying everything Boston, MA has to offer, a spa session at your holiday rental is the ideal way to finish the day.
10 21 reviews
Modern 3br Boston Nest Pet-friendly Franklin Park & Red Line 558-2