Best apartment offers in Dorchester, MA

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Dorchester, MA apartments
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733 Holiday apartments Dorchester, MA

Best family friendly Dorchester, MA Holiday Apartments and Self Catering Accommodations

Among the 733 accommodations in Dorchester, MA, here are the 4 best family friendly holiday apartments

30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs - Dorchester, MA
9.2 10 reviews
Dorchester, MA
06/08 – 22/08
SG$686/nighttotal: SG$10976 (16 )

30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs

4 2
apartment , Boston
This spacious Boston apartment, located near Carson Beach (2.9km) and convenient to the John F. Kennedy Presidential Library and Museum (4.5km) and the Museum of Fine Arts (6.1km), offers easy access to public transport via South Station (6.6km).
The 130 square metre property features four bedrooms, one bathroom, sleeps eighteen guests, includes a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; making it ideal for families or large groups visiting the city.
World Cup 2026 Getaway - Spacious 4br Near Boston - Free Parking 37-2 - Dorchester, MA
10 1 review
Dorchester, MA
06/08 – 22/08
SG$744/nighttotal: SG$11904 (16 )

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.
3br2ba Retreat - 2min To Savin Hill Station - Dorchester, MA
9.6 24 reviews
Dorchester, MA
07/08 – 09/08
SG$1113/nighttotal: SG$2226 (2 )

3br2ba Retreat - 2min To Savin Hill Station

3 8
apartment , Boston
This Dorchester apartment, situated near Savin Hill station and less than 1.3 km from the University of Massachusetts Boston, offers easy access to public transport and major attractions such as the John F. Kennedy Presidential Library and Museum and Franklin Park Zoo, all within a 5 km radius.
The three-bedroom, two-bathroom flat sleeps eight guests and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a smart TV, and convenient on-site parking.
82 - 3br Boston - Stylish Stay Near Mbta - Dorchester, MA
9.5 15 reviews
Dorchester, MA
07/08 – 09/08
SG$1006/nighttotal: SG$2012 (2 )

82 - 3br Boston - Stylish Stay Near Mbta

3 8
apartment , Boston
This three-bedroom Boston apartment, located approximately 5.5 kilometres from South Station and 5.5 kilometres from the John F. Kennedy Presidential Library and Museum, offers easy access to major attractions via car or public transport.
The 117 square metre property boasts a fully equipped kitchen, private parking, a terrace, and accommodates up to 25 guests, making it ideal for families or large groups visiting the city.

Best Dorchester, MA holiday apartments with a balcony

5br World Cup Stay Sleeps 16 Parking Walk To Train - Dorchester, MA
10 2 reviews
Dorchester, MA
27/06 – 04/07
SG$1588/nighttotal: SG$11116 (7 )

5br World Cup Stay Sleeps 16 Parking Walk To Train

5 2
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.
10br World Cup Groupstay Walk Totrain Parking Sleeps30 - Dorchester, MA
10 1 review
Dorchester, MA
27/06 – 04/07
SG$3905/nighttotal: SG$27335 (7 )

10br World Cup Groupstay Walk Totrain Parking Sleeps30

10 2
apartment , Boston
This Boston townhouse, situated in Dorchester, offers easy access to Boston's attractions via an 8-minute walk to the train station, with beaches and breweries an 8-minute drive away, Fenway Park 7km distant, and the city centre and convention centre 8km away.
Sleeping up to 30 guests, this spacious ten-bedroom, seven-bathroom property boasts two fully equipped kitchens, free parking for five cars, high-speed Wi-Fi, and a deck/backyard with grill; it's ideal for large groups visiting Boston.
Walking To Fenway Sunny Perfect Home - Dorchester, MA
9.4 23 reviews
Dorchester, MA
06/08 – 22/08
SG$486/nighttotal: SG$7776 (16 )

Walking To Fenway Sunny Perfect Home

1 2
apartment , Brookline
This one-bedroom apartment is located in Longwood, a short walk from Boston University, Fenway Park, and Longwood Medical Area, offering easy access to major attractions and amenities. Guests consistently rate this property as excellent, highlighting its comfortable and convenient features.
The apartment comfortably accommodates up to four guests and boasts a range of modern amenities including a fully equipped kitchen, a spa tub, a fireplace, and a patio. Guests can enjoy the on-site spa, relax in the garden, or explore the nearby attractions.
Boston Gem: 1br Apartment With Pool - Dorchester, MA
Dorchester, MA
27/06 – 04/07
SG$1420/nighttotal: SG$9940 (7 )

Boston Gem: 1br Apartment With Pool

1 2
apartment , Boston
This South End flat is conveniently located near Boston's major attractions, offering easy access to Faneuil Hall Marketplace and Fenway Park.
The one-bedroom apartment sleeps five, featuring a queen-size bed, two futons, a fully equipped kitchen with dishwasher, a bathroom with bidet, and access to a swimming pool, parking, and a fitness room; Wi-Fi is included.

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Best Dorchester, MA holiday apartments with parking

Modern Home-like 3br2ba Retreat/minutes To T - Dorchester, MA
9.8 20 reviews
Dorchester, MA
06/08 – 22/08
SG$768/nighttotal: SG$12288 (16 )

Modern Home-like 3br2ba Retreat/minutes To T

3 2
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.
The Milton Manor 3br 1ba - Sleeps 6 - Unit 1 - Fifa World Cup 2026 - Dorchester, MA
Dorchester, MA
27/06 – 04/07
SG$606/nighttotal: SG$4242 (7 )

The Milton Manor 3br 1ba - Sleeps 6 - Unit 1 - Fifa World Cup 2026

3 2
apartment , Milton
This newly renovated flat in Milton, located south of Boston, offers convenient access to Route 138, Blue Hills Parkway, I-95, and I-93, placing you just a 32-kilometre drive from downtown Boston and a short distance from the Blue Hills Reservation for outdoor recreation.
This family-friendly property spans 102 square metres, featuring three bedrooms to accommodate up to six guests, with amenities including high-speed Wi-Fi, a fully equipped kitchen, an in-unit washer/dryer, and off-street parking for up to four small cars.
Lovey Spacious 2 Bedroom Apartment 15 Min From Airport/downtown - Dorchester, MA
9.0 4 reviews
Dorchester, MA
06/08 – 22/08
SG$412/nighttotal: SG$6592 (16 )

Lovey Spacious 2 Bedroom Apartment 15 Min From Airport/downtown

2 2
apartment , Boston
This two-bedroom flat is situated in Mattapan, a quiet residential neighbourhood in Boston, just 15 kilometres from downtown and the airport, and 6 kilometres from Franklin Park Zoo. The property has received very good reviews from previous guests, highlighting its convenient location and value for money.
The flat can comfortably accommodate up to four guests and comes equipped with modern amenities including air conditioning, internet access, and parking. You can also enjoy easy access to public transport, making exploring the city a breeze.
Up To 30% Off  Spacious 4br Boston Home W/ Free Parking, Pet-friendly 30/1 - Dorchester, MA
9.2 15 reviews
Dorchester, MA
07/08 – 09/08
SG$984/nighttotal: SG$1968 (2 )

Up To 30% Off Spacious 4br Boston Home W/ Free Parking, Pet-friendly 30/1

4 8
apartment , Boston
This Dorchester, Boston flat is situated approximately 16km from Boston city centre, offering easy access to Fenway Park and Logan International Airport.
The four-bedroom property sleeps twelve guests, boasting a fully equipped kitchen, private backyard with parking, and in-unit laundry facilities, plus two underground parking spaces and smart TVs in each bedroom.

Best Dorchester, MA holiday apartments with air conditioning

Urban Oasis / Apartment Perfect For Work & Create - Dorchester, MA
9.6 119 reviews
Dorchester, MA
06/08 – 22/08
SG$270/nighttotal: SG$4320 (16 )

Urban Oasis / Apartment Perfect For Work & Create

1 2
apartment , Boston
This spacious 1000 sq ft (approximately 93 sq m) studio apartment is located in John Eliot Square, Roxbury, Boston, less than 4.8km from the city centre, near numerous colleges and within a historically significant neighbourhood featuring landmarks such as Tommy's Rock and Eliot burial grounds.
The self-contained apartment, sleeping up to two guests, boasts a full-size bed, twin-size futon, large eat-in kitchen with dishwasher, private patio, and unique interior design including a North African archway and exposed brick; parking is also available.
30-3 - 3br Boston - Cozy Apt Near Franklin Park Zoo - Dorchester, MA
8.5 12 reviews
Dorchester, MA
07/08 – 09/08
SG$960/nighttotal: SG$1920 (2 )

30-3 - 3br Boston - Cozy Apt Near Franklin Park Zoo

3 8
apartment , Boston
This newly renovated three-bedroom apartment in Boston is conveniently located a short distance (approximately 2.9km) from Carson Beach and within 4.5km of the John F. Kennedy Presidential Library and Museum, the Museum of Fine Arts, and Boston South Station.
The 111-square-metre property boasts a spacious layout, accommodating up to 15 guests, with a fully equipped kitchen, private balcony, terrace, free Wi-Fi, free private parking, and concierge services.
Live By Fenway Park & Berklee College, #405 - Dorchester, MA
9.5 38 reviews
Dorchester, MA
27/06 – 04/07
SG$254/nighttotal: SG$1778 (7 )

Live By Fenway Park & Berklee College, #405

1 2
apartment , Boston
This Fenway District studio apartment in Boston offers convenient access to Fenway Park and numerous restaurants, museums and other attractions.
The 6000 sq ft (approx. 557 sq m) building houses this self-catering unit; featuring a queen-size bed, private bathroom with glass shower, and coin-operated laundry facilities, accommodating up to two guests.
Comfortable Renovated Space Awaits You. - Dorchester, MA
10 6 reviews
Dorchester, MA
07/08 – 09/08
SG$821/nighttotal: SG$1642 (2 )

Comfortable Renovated Space Awaits You.

1 8
apartment , Boston
This four-bedroom, two-bathroom flat is situated in a prime central Boston location, offering unparalleled access to the city's historical sites such as the Freedom Trail, located just 1.5 kilometres away, and Boston Common, a mere 800 metres from your doorstep.
This centrally located property accommodates up to eight guests and provides essential amenities including air conditioning and internet, making it an ideal base for exploring Boston's numerous attractions within easy reach.
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