Apartment holiday rentals in Dorchester

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Top-rated apartment rentals in Dorchester

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Superhost
A well-lit bedroom contains a queen bed with white linens and two neatly folded towels placed at the foot. Two windows provide natural light, while a decorative chandelier hangs from the ceiling. A small lamp and a console table are positioned nearby.
Apartment in Cambridgeport
4.87 out of 5 average rating, 1,050 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Guest favourite
A spacious living room is showcased with large windows offering natural light. Comfortable seating includes a light green sectional sofa and a white couch. A wooden coffee table sits atop a colorful area rug. A flat-screen television is mounted on the wall, providing entertainment options.
Apartment in Dorchester
4.97 out of 5 average rating, 155 reviews

1st floor, free parking off street, 3 min to train

1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk

Guest favourite
A fully equipped kitchen features a spacious granite countertop with seating for four on elegant black bar stools. Natural light streams in from the nearby window, illuminating the fresh purple flowers arranged as a centerpiece.
Apartment in Jamaica Plain
4.91 out of 5 average rating, 270 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Guest favourite
Apartment in Beacon Hill
4.96 out of 5 average rating, 112 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Guest favourite
A modern kitchen features white cabinetry with glass doors and open shelving. A spacious island with seating for four is highlighted, along with a sleek sink and contemporary faucet. Glassware and a wine bottle rest on the countertop, enhancing the functional design.
Apartment in Charlestown
4.92 out of 5 average rating, 389 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

Superhost
A modern kitchen space features sleek white cabinetry and a large island with seating for three. Stainless steel appliances are positioned against a stylish backsplash. A vintage-inspired poster adorns the wall, and natural light fills the area from overhead fixtures.
Apartment in East Boston
4.95 out of 5 average rating, 275 reviews

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Guest favourite
A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.
Apartment in Charlestown
4.98 out of 5 average rating, 141 reviews

Large 1+bed in historic Charlestown, Boston!

Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house and NO smoking in courtyard. Not suitable for children under 6 years old.

Top guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Apartment in Cambridgeport
4.92 out of 5 average rating, 821 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Top guest favourite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Apartment in Fort Hill
4.94 out of 5 average rating, 338 reviews

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Superhost
An open kitchen is paired with a comfortable living area, featuring light hardwood floors. The kitchen includes modern appliances and a spacious island with seating. A neutral-colored sofa and coffee table create a relaxed ambiance, with plants adding a touch of greenery in the background.
Apartment in Boston
4.94 out of 5 average rating, 276 reviews

New Deluxe 3-BR Apt (7W2) Near Downtown Boston

Perfect for families and groups, this clean, newly renovated 3-level home has 1 King and 2 full size bedrooms and sofa sleeper in living room 2.5 bathrooms (including a half bath on the main floor), and thoughtful touches like snacks, coffee, wine, chargers, travel crib, and fast Wi-Fi. Located in an authentic Boston neighborhood ~20–30 min from downtown by car or transit. Expect lively local character, easy access to public transport, and normal city sounds.

Top guest favourite
The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.
Apartment in Beacon Hill
4.97 out of 5 average rating, 334 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Superhost
A spacious dining room is illuminated by a stylish chandelier. A large rectangular table is surrounded by six upholstered chairs. Decorative art pieces adorn the walls, and a tall plant adds a touch of greenery to the corner of the room.
Apartment in Dorchester
4.83 out of 5 average rating, 109 reviews

Beautiful condo with city benefits

Nicely decorated two bedroom, one bath, spacious kitchen, dinning room, living room, back yard and deck, steps from JFK T-Stop, and short 10 minute commute to all that downtown Boston has to offer. Located blocks away from I-93 for easy access. Dorchester Brewing Company, 224, Dbar, Sugar Bowl, and Savin Bar and Kitchen are all within walking distance. My condo is located within a 5 minute walk to Carson Beach.

Popular amenities for Dorchester apartment rentals

When is the best time to visit Dorchester?

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Avg. price$219 SGD$218 SGD$225 SGD$261 SGD$264 SGD$264 SGD$261 SGD$261 SGD$207 SGD$261 SGD$215 SGD$195 SGD
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Quick stats about apartment rentals in Dorchester

  • Total holiday rentals

    Explore 90 holiday rentals in Dorchester

  • Nightly prices starting at

    Dorchester holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    90 of Dorchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dorchester rentals

  • 4.8 Average rating

    Dorchester stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Dorchester’s top spots include Franklin Park Zoo, University of Massachusetts Boston and Roxbury Community College

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