Holiday Rentals in Boston, MA

6970 available vacation rental offers

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

Best Holiday rentals and Airbnb offers in Boston, MA

Spacious Sunlit 3br In Heart Of Downtown Boston - Boston, MA
10 196 reviews
Boston, MA
01/09 – 03/09
SG$817/nighttotal: SG$1634 (2 )

Spacious Sunlit 3br In Heart Of Downtown Boston

3 5
apartment, Boston
This Boston apartment, situated in the Downtown Crossing district, is steps from Macy's and within 0.2 kilometres of numerous restaurants and shops, offering easy access to the Freedom Trail and Boston Common.
The 111.5 square metre, three-bedroom flat sleeps six guests, boasting three large-screen smart TVs, free high-speed Wi-Fi, a fully equipped kitchen with dishwasher, and a washer/dryer; a T-station is also nearby.
Eagle House-boston Stadium - Boston, MA
Boston, MA
25/06 – 28/06
SG$628/nighttotal: SG$1884 (3 )

Eagle House-boston Stadium

2 3
house, Boston
This Boston apartment is situated a mere 1.9 kilometres from Constitution Beach, offering convenient access to Boston North Station (4 kilometres), TD Garden (4.2 kilometres), and Logan Airport (0.96 kilometres).
This two-bedroom, two-bathroom property accommodates up to nine guests with on-site private parking, complimentary WiFi, and a fully equipped kitchen featuring a dishwasher and oven, ensuring a comfortable stay.
Boston Landing Stays - Boston, MA
8.0 92 reviews
Boston, MA
04/08 – 08/08
SG$518/nighttotal: SG$2072 (4 )

Boston Landing Stays

3 2
apartment, Boston
This Boston apartment, situated approximately 1.6km from Harvard Square and 3.2km from the Brattle Theatre, offers convenient access to Cambridge and Boston city centre.
The 75 square metre self-catering flat features a fully equipped kitchen, private patio, free Wi-Fi, one bathroom, and parking, sleeping up to [Number of guests needs to be specified, e.g., four people comfortably].
Stylish Studio On Newbury St #3 - Boston, MA
9.4 669 reviews
Boston, MA
13/08 – 19/08
SG$362/nighttotal: SG$2172 (6 )

Stylish Studio On Newbury St #3

1 2
studio, Boston
This studio apartment is located in Boston's Back Bay neighbourhood, a short walk from the Hynes Convention Center and less than a mile from the Boston Public Garden, offering easy access to the city's top attractions. It has received excellent ratings for location, cleanliness and overall experience.
The self-catering apartment is 28 square metres in size and comfortably accommodates two guests. It features air conditioning, a kitchenette with a microwave and toaster, free Wi-Fi, and panoramic city views.
Charming South-end Condo With Large Outdoor Patio - Boston, MA
9.8 391 reviews
Boston, MA
22/09 – 23/09
SG$545/nightfor 1 night

Charming South-end Condo With Large Outdoor Patio

1 2
apartment, Boston
This one-bedroom flat is located in Boston’s historic South End, within a short walk of major tourist attractions, sporting venues, and medical facilities. This property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat comfortably sleeps four guests with a queen-size bed in the bedroom and a sofa bed in the living room. It is fully equipped with a kitchen, washer and dryer, a spacious outdoor deck, and a range of amenities including toiletries, a hairdryer, and a first aid kit.
Spacious Studio! | Back Bay - Boston, MA
9.7 49 reviews
Boston, MA
20/07 – 23/07
SG$361/nighttotal: SG$1083 (3 )

Spacious Studio! | Back Bay

1 2
apartment, Boston
This Boston studio apartment is ideally situated between the South End and Back Bay, offering easy access to both areas' attractions and a short distance from key landmarks.
The 330 sq ft (approximately 30.6 sq m) self-contained flat features a full private bathroom, kitchenette with fridge and dishwasher, sleeps two guests, and includes essential cookware.
Brand New 4br 2.5bath House 20min  Downtown Boston - Boston, MA
10 95 reviews
Boston, MA
19/09 – 23/09
SG$990/nighttotal: SG$3960 (4 )

Brand New 4br 2.5bath House 20min Downtown Boston

1 8
apartment, Boston
This Boston property, near Franklin Park, is conveniently located approximately 8 kilometres from Boston city centre, offering easy access to major attractions.
The four-bedroom, two-and-a-half-bathroom house sleeps eight guests and boasts a modern open-plan kitchen, in-unit laundry, two parking spaces, and 55-inch TVs in each bedroom.
Beautiful, Spacious South Boston Condo, Near T - Boston, MA
9.9 317 reviews
Boston, MA
29/10 – 01/11
SG$648/nighttotal: SG$1944 (3 )

Beautiful, Spacious South Boston Condo, Near T

1 4
apartment, Boston
This three-bedroom, three-bathroom townhouse is situated near Andrew Square in Boston, Massachusetts, a 0.5km walk from the Andrew Square subway station offering easy access to Boston's attractions including Fenway Park and Harvard Square, and a 2.4km walk from local beaches.
Sleeping up to six guests (by prior arrangement), this self-catering property boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; day trips to Cape Cod and Salem are easily accessible via public transport.
Cozy 1br Suite In Boston's Roslindale Village - Boston, MA
9.9 37 reviews
Boston, MA
14/07 – 20/07
SG$261/nighttotal: SG$1566 (6 )

Cozy 1br Suite In Boston's Roslindale Village

1 2
apartment, Boston
This Boston apartment rental, STR-513696, is situated in Roslindale, approximately 9.6km from downtown Boston, offering easy access to the Forest Hills Orange Line T-stop and commuter rail services.
The self-contained flat, sleeping two guests, features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and is located on the second floor of a newly renovated building near Roslindale Village's restaurants and bars.
3 Bedroom Apartment Next To T Stop / Off Street Parking - Boston, MA
9.7 77 reviews
Boston, MA
04/09 – 07/09
SG$494/nighttotal: SG$1482 (3 )

3 Bedroom Apartment Next To T Stop / Off Street Parking

3 2
apartment, Boston
This charming bed and breakfast is located in a quiet residential area just 1.6 km from Sullivan Station on the Orange Line T, providing easy access to downtown Boston and Cambridge. The property consistently receives excellent ratings for cleanliness, location, and overall guest experience.
The apartment features a separate bedroom, an open-plan living and dining area, and a fully equipped kitchen. Guests enjoy free high-speed internet, basic cable, and laundry access (for stays longer than 5 days), as well as convenient keyless entry and parking options nearby.
Vibrant Studio | Prudential Area - Boston, MA
10 5 reviews
Boston, MA
02/07 – 04/07
SG$288/nighttotal: SG$576 (2 )

Vibrant Studio | Prudential Area

1 2
apartment, Boston
This modern studio flat is located in Boston's South End, offering convenient access to major hospitals and shops, with easy travel to the city centre.
This property, ideal for two guests, features a queen-size bed, a well-equipped kitchenette with a fridge and freezer, air conditioning, and private access, supported by on-call assistance during business hours and 24/7 guest messaging.
1br In Downtown 1651 - Boston, MA
9.4 48 reviews
Boston, MA
26/06 – 28/06
SG$466/nighttotal: SG$932 (2 )

1br In Downtown 1651

1 3
apartment, Boston
This Boston Theatre District flat is ideally located near Downtown Crossing station on the Orange Line, a two-minute walk from Boylston station on the Green Line, and five minutes from a Red Line station, offering easy access to Boston Common.
The one-bedroom apartment sleeps three, features a fully equipped kitchen with fridge, freezer, and microwave, in-building laundry facilities, and a queen bed plus sofa bed; note that street noise and the presence of homeless individuals in the area should be considered.

Best family friendly Boston, MA holiday rentals

Among the 6970 accommodations in Boston, MA, here are the 4 best family friendly rentals

Cozy Stay On Historic Mt Auburn 5 Min To Harvard - Boston, MA
8.0 6 reviews
Boston, MA
01/07 – 02/07
SG$350/nightfor 1 night

Cozy Stay On Historic Mt Auburn 5 Min To Harvard

2 1
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.
North End 2-story Penthouse / Prime Location - Boston, MA
10 3 reviews
Boston, MA
08/10 – 10/10
SG$3204/nighttotal: SG$6408 (2 )

North End 2-story Penthouse / Prime Location

4 2
apartment, Boston
This spacious four-bedroom, three-and-a-half-bathroom penthouse apartment is located in Boston's historic North End, adjacent to the Old North Church and within a 700-metre walk of the Paul Revere House and Faneuil Hall.
This family-friendly dwelling accommodates up to ten guests with two master suites, a fully equipped kitchen, and an in-unit washer/dryer, while offering convenient access to public transport from North Station, just 600 metres away.
2 Bedroom By Longwood Medical Hospitals - Boston, MA
10 121 reviews
Boston, MA
07/10 – 11/10
SG$550/nighttotal: SG$2200 (4 )

2 Bedroom By Longwood Medical Hospitals

2 4
apartment, Boston
This two-bedroom flat is located in the Longwood Medical area, just a short walk from a train station and a large park, making it a peaceful and convenient base for exploring Boston. The apartment has received excellent ratings for its cleanliness, location and overall user experience.
The flat can comfortably accommodate three guests and features a well-equipped kitchen with a fridge and freezer, as well as a 55-inch TV with Roku for entertainment. Guests can enjoy a restful night's sleep on the king-sized and full memory foam mattresses in the bedrooms, and benefit from the convenience of air conditioning and a fitness centre.
Duplex Rooftop Near Mit/kendall/harvard With 2 Free Parking! - Boston, MA
10 4 reviews
Boston, MA
26/07 – 27/07
SG$1168/nightfor 1 night

Duplex Rooftop Near Mit/kendall/harvard With 2 Free Parking!

3 2
apartment, Cambridge
This family-friendly apartment is located in Cambridge's Wellington-Harrington district, offering a 12-minute walk to Kendall Square and the Kendall-MIT underground station, and a 4-minute drive to Harvard Square.
This 3-bedroom, 2-bathroom flat accommodates up to 9 guests, featuring a private terrace with outdoor furniture and a fire pit, a fully equipped kitchen with an oven and coffee maker, and in-unit laundry, with family amenities such as a travel cot and high chair available.

Best Boston, MA holiday rentals with a pool

Among the 6970 accommodations in Boston, MA, here are the 4 best rentals with a pool

Hip Alewife 2br W/ Gym & W/d, Nr Red Line, By Blueground - Boston, MA
Boston, MA
14/10 – 30/04
SG$204/nighttotal: SG$40392 (198 )

Hip Alewife 2br W/ Gym & W/d, Nr Red Line, By Blueground

2 2
apartment, Cambridge
This two-bedroom apartment is situated in the Alewife district of Cambridge, just a short distance from the Alewife Tube station and the Alewife Brook Reservation, providing easy access to the city centre and surrounding green spaces. The 102 square metre apartment features a fully-equipped kitchen, two bathrooms, a king-size bed, a queen-size bed, and a swimming pool, comfortably accommodating up to four guests.
Hyatus Luxury Residences Boston Everett Signature Collection - Boston, MA
10 5 reviews
Boston, MA
24/09 – 27/09
SG$2063/nighttotal: SG$6189 (3 )

Hyatus Luxury Residences Boston Everett Signature Collection

2 8
apartment, Everett
This Everett flat is located 3.6 kilometres from Cambridge College and 5.9 kilometres from North Station and TD Garden, with Boston Logan International Airport a mere 4 kilometres away.
This pet-friendly apartment offers 600 square metres of space for up to 7 guests, featuring a private terrace, bar, barbecue facilities, air conditioning, a fully equipped kitchen with a refrigerator and coffee machine, a communal lounge, a swimming pool, and on-site fitness centre, with free Wi-Fi throughout.
Lux 2br Apt W/ Pool And Gym - Boston, MA
9.8 165 reviews
Boston, MA
07/07 – 16/07
SG$960/nighttotal: SG$8640 (9 )

Lux 2br Apt W/ Pool And Gym

1 5
apartment, Somerville
This Somerville apartment, ideally located near Downtown Boston, offers easy access to the city's attractions, being within a short distance of the city centre.
The 1000 sq ft (93 sq m) two-bedroom, two-bathroom dwelling comfortably sleeps six guests and boasts a fully equipped kitchen, fitness centre, swimming pool, garden, and on-site parking, alongside 24/7 concierge services.
Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Boston, MA
Boston, MA
14/09 – 21/09
SG$1196/nighttotal: SG$8372 (7 )

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

1 2
cottage, Quincy
This North Weymouth holiday home boasts direct beach access and is located within 10km of South Shore Plaza and under 15km from Nantasket Beach.
Offering three bathrooms, a fully equipped kitchen including a microwave and dishwasher, plus a balcony, this pet-friendly property features on-site amenities such as a swimming pool, barbecue area and free Wi-Fi and parking.

Frequently asked questions about holiday rentals in Boston, MA

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

    You have to see the Freedom Trail, it's a 4km walking path that connects 16 historical sites, including the Boston Common and the Paul Revere House. You should also take a trip to the top of the State House dome for amazing views of the city.
  • 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 lively atmosphere, consider the Back Bay, with its elegant brownstones and proximity to shops and restaurants. For a more relaxed vibe, try Beacon Hill, known for its cobblestone streets and charming houses.
  • 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, and the New England Aquarium is always a hit with kids of all ages. For a bit of history, the Boston Tea Party Ships & Museum is a great option, with interactive exhibits and even a replica ship to explore.
  • 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 prices, book your vacation rental during the shoulder seasons, spring (April-May) or autumn (September-October). You'll still have plenty of sunshine and milder temperatures.
  • 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 in April is a huge event, and the Boston Calling Music Festival in May brings in big-name acts. For something more unique, check out the Boston Harborfest in July, a week-long 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?

    A walk along the Charles River Esplanade is a great way to enjoy the city's natural beauty without spending a penny. You can also visit the Boston Public Garden, a beautiful park with swan boats and a walking path.
  • What are the best restaurants with local dishes in Boston, MA?

    For a taste of New England, try a classic clam chowder at the Union Oyster House, the oldest restaurant in the US. If you're looking for something more modern, check out the Boston Public Market, which features local vendors selling fresh produce and artisan food.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, and the Emerald Necklace is a network of parks and gardens that stretches across the city. For cycling, the Charles River Esplanade is a popular choice, with dedicated bike paths.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Common is a great place to walk your dog, and many of the city's parks are also pet-friendly. The Boston Public Garden even has a dog park.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than a hotel, and they often come with a kitchen, which allows you to save money on meals. You can also find rentals in different neighbourhoods, giving you a more local experience.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox, is a must-visit for baseball fans. The TD Garden is home to the Boston Celtics and the Boston Bruins, and the Gillette Stadium is home to the New England Patriots.

Destinations nearby

Best Boston, MA holiday rentals with a balcony

World Cup 2026 Getaway - Spacious 4br Near Boston - Free Parking 37-2 - Boston, MA
10 1 review
Boston, MA
10/07 – 11/07
SG$1379/nightfor 1 night

World Cup 2026 Getaway - Spacious 4br Near Boston - Free Parking 37-2

4 2
apartment, Boston
This flat in Boston is located approximately 10 kilometres from Logan Airport, offering convenient travel connections.
This spacious 130 square metre residence accommodates up to 21 guests with four bedrooms, a fully equipped kitchen featuring a dishwasher and microwave, air conditioning, complimentary WiFi, and private parking, with a balcony and garden for outdoor enjoyment.
Cozy Large House Close To Tufts/harvard/mit 4br - Boston, MA
9.6 116 reviews
Boston, MA
05/08 – 09/08
SG$827/nighttotal: SG$3308 (4 )

Cozy Large House Close To Tufts/harvard/mit 4br

4 4
house, Medford
This house is situated in Medford, just a short distance from Inman Square, Peabody Museum, and Cambridge College, offering easy access to the vibrant cultural scene of Cambridge and Somerville. The property has received excellent ratings for location, cleanliness and overall user experience.
The house is a spacious property with four bedrooms and one bathroom, making it ideal for families or groups of up to nine guests. It features modern amenities such as a fully equipped kitchen, a washing machine, free Wi-Fi, and a balcony for outdoor relaxation.
Bright 4br Family Friendly Retreat In Boston Near Pope John Paul Ii/parking/pet - Boston, MA
9.4 22 reviews
Boston, MA
30/07 – 31/07
SG$927/nightfor 1 night

Bright 4br Family Friendly Retreat In Boston Near Pope John Paul Ii/parking/pet

4 4
apartment, Boston
This Dorchester flat, near Franklin Park Zoo (2.6 km) and the University of Massachusetts Boston (3.7 km), offers easy access to Shawmut and Talbot Avenue stations.
The four-bedroom, two-bathroom property sleeps sixteen guests and includes free Wi-Fi, a smart TV, in-unit laundry, parking, and a fully equipped kitchen; nearby attractions include the Franklin Park Zoo and the University of Massachusetts Boston.
5br World Cup Stay Sleeps 16 Parking Walk To Train - Boston, MA
10 2 reviews
Boston, MA
01/09 – 23/12
SG$1212/nighttotal: SG$136956 (113 )

5br World Cup Stay Sleeps 16 Parking Walk To Train

5 1
apartment, Boston
This Dorchester, Boston flat is conveniently located near the 'T' subway, offering easy access to attractions such as Boston Common and the Boston Harbour.
The spacious five-bedroom duplex sleeps fifteen guests, boasting a fully equipped kitchen with dishwasher, in-unit laundry, driveway parking, and free Wi-Fi.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

New! Spacious Modern 3br - Free Parking - Heart Of Boston - Boston, MA
Boston, MA
04/09 – 04/10
SG$418/nighttotal: SG$12540 (30 )

New! Spacious Modern 3br - Free Parking - Heart Of Boston

3 2
apartment, Boston
This three-bedroom flat in Roxbury, Boston, offers excellent access to medical centres and universities, with public transport just 500 metres away for easy travel to downtown Boston and Cambridge's Harvard Square.
This property accommodates up to eight guests and features air conditioning, a dishwasher, and microwave, with Fenway Park, the Freedom Trail, and Boston Common within a short commute.
Best Of Boston Houseboat Heat/ac In Boston Harbor Suite2 -Freedom Trail Close By - Boston, MA
10 63 reviews
Boston, MA
10/09 – 14/09
SG$587/nighttotal: SG$2348 (4 )

Best Of Boston Houseboat Heat/ac In Boston Harbor Suite2 -Freedom Trail Close By

1 2
houseboat, Boston
This houseboat is located in the Thompson Square - Bunker Hill neighbourhood, just a short distance from the Charlestown Navy Yard and the Freedom Trail, offering a peaceful escape from the hustle and bustle of Boston's city centre. It has been rated excellent by previous guests.
The floating home has one bedroom and one bathroom, accommodating up to two guests. Enjoy the convenience of a fully equipped kitchen, a private terrace, a jacuzzi, and a garden, plus on-site parking and internet access.
37 - 3br Quincy - Cozy Townhouse Near Adams Park - Boston, MA
9.5 427 reviews
Boston, MA
24/09 – 27/09
SG$960/nighttotal: SG$2880 (3 )

37 - 3br Quincy - Cozy Townhouse Near Adams Park

3 8
apartment, Quincy
This townhouse is located in Quincy, just a short drive from Boston, close to the JFK Presidential Library & Museum and Boston South Station. It has received excellent ratings for cleanliness and location, making it a great choice for travellers.
The property offers three bedrooms, making it ideal for families or groups of friends. You'll find a well-equipped kitchen, a shared lounge, free parking, and WiFi, ensuring a comfortable and convenient stay.
Beacon Hill Nights - Boston, MA
Boston, MA
03/07 – 06/07
SG$521/nighttotal: SG$1563 (3 )

Beacon Hill Nights

1 2
apartment, Boston
This private 3rd-floor walk-up flat is situated in Boston's historic Beacon Hill, offering convenient walking access to the Charles River, Boston Common, and numerous shops and restaurants, placing you within 1.5 kilometres of Newbury Street and 3 kilometres of TD Garden.
This one-bedroom, one-bathroom unit accommodates two guests and features a functional kitchenette with a fridge, microwave, and dishwasher, air conditioning, and Wi-Fi, with parking available.
©2026 cozycozy.com