Apartment holiday rentals in Dorchester

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Top-rated apartment rentals in Dorchester

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Top guest favourite
The living area features a comfortable gray sofa paired with wooden coffee tables. A mounted TV is positioned on the wall opposite the seating, while blue chairs surround a dining table. Artwork and stored towels enhance the inviting atmosphere of the space.
Flat in North Quincy
4.99 out of 5 average rating, 151 reviews

Quincy Beach Home Next to Boston & T, Free Parking

Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

Superhost
A well-lit bedroom features a spacious bed with a patterned comforter topped with colorful pillows. Shelves hold decorative items, while two bedside lamps offer additional light. Warm wooden flooring complements the inviting decor, which is framed by curtains and a window, providing natural illumination.
Flat in Allston
4.82 out of 5 average rating, 205 reviews

1 Free parking spot - 1BR/1Bath - Location - Walk!

Lovely and central 1 bed/1 bath apartment with one free parking spot for solo adventurers and couples Located on a main road that takes you directly Downtown in no time! Close to public transportation and a few minutes driving from Harvard Business School, Boston University, and Boston College. Walking distance to Vegan Gastronomic Square, so many international restaurants, bars, grocery stores, pharmacy, Brighton's Medical Area, and more! It's got everything you need to truly feel like home

Guest favourite
The inviting porch area is framed by lush greenery, showcasing wooden railings and a deck. Comfortable seating is positioned for enjoyment, while large windows of the apartment add a touch of brightness to the exterior. Flowering plants contribute to the serene environment.
Flat in Jamaica Plain
4.9 out of 5 average rating, 115 reviews

Maria's JP Rental - Boston Duplex in Jamaica Plain

Sunny, cozy, & clean family friendly 2 bedroom bi-level entire apartment in 1860s 2 family house in the popular Jamaica Plain ('JP') section of Boston. Located in the convenient JP South area and adjacent to the beautiful Sumner Hill area of JP. Open layout with kitchen, bathroom, and living room/dining on the first floor and 2 bedrooms on the 2nd floor. Sleeps up to 5. Parking on street. Walking distance to public transportation, restaurants, parks, pickleball, tennis, basketball, stores, etc.

Top guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Ashmont
4.95 out of 5 average rating, 155 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.96 out of 5 average rating, 130 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
An open living area is featured, showcasing a cozy seating arrangement and a 40" TV. Bright light fills the space through a skylight above. A dining area with a wooden table and chairs is visible in the background, enhancing the airy atmosphere of the apartment.
Flat in Fort Hill
4.98 out of 5 average rating, 365 reviews

A Victorian Secret AMAZING apt. in Historic Home

Your own apartment in an historic Victorian house built in the 1800's, while being 10 minutes away from the subway to downtown Boston. Full of light, lovely views of the city from the many windows. Up 2 flights of stairs you find living room, dining area, 2 large bedrooms and stunning bathroom. Located at the height of the quiet neighborhood of Fort Hill. Memorable sunsets! Free parking in private gated driveway. Close to Downtown, the Hospitals and Medical Centers.

Guest favourite
A well-lit bedroom features a spacious bed with white bedding and decorative pillows. A bedside lamp stands next to the bed, and a window is dressed with long gray curtains. A mirror reflects the room's light, enhancing the sense of openness.
Flat in South Boston
4.89 out of 5 average rating, 177 reviews

Cozy suite in the city!

Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

Guest favourite
The kitchen area features modern appliances, including a stainless steel refrigerator and built-in microwave. A large island with a deep sink is complemented by three black bar stools. Open shelving displays glassware and decorative items, while under-cabinet lighting adds functional ambiance.
Flat in Fort Hill
4.92 out of 5 average rating, 105 reviews

Bright Brownstone Condo - Terrace+ParkView

Welcome to this beautifully renovated 3-bedroom, 2.5-bath condo located in a classic 1899 brownstone in the historic Roxbury neighborhood. With park views, soaring 10-foot ceilings, and modern finishes throughout, this home blends Boston charm with contemporary comfort. The open and airy layout features a sleek, fully equipped kitchen, a spacious living room ideal for relaxing or entertaining, and a private terrace where you can unwind and enjoy stunning sunset views.

Top guest favourite
The open kitchen and dining area feature a round dining table surrounded by four chairs. Natural light fills the space through large windows, illuminating the glossy stained hardwood floors. A decorative plant adds a touch of greenery, enhancing the overall inviting ambiance.
Flat in Wollaston
4.96 out of 5 average rating, 211 reviews

Short Train 2 Boston, Luxury prvt unit w parking

Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Guest favourite
The spacious bedroom features a large bed with a patterned coverlet and hardwood flooring. Two swivel chairs are positioned nearby, alongside a desk with a lighted magnifying mirror. A wall-mounted television complements the room, and natural light is provided through multiple windows.
Flat in Dorchester
4.93 out of 5 average rating, 219 reviews

3-Bedroom Apt (9B2) 20-Minuite To 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.

Guest favourite
A bright and airy living area showcases large Victorian bow front windows, allowing natural light to fill the space. A wall-mounted television is positioned opposite a spacious couch. Neutral tones are complemented by blue accent cushions, with a light area rug covering the antique pine wood floor.
Flat in South End
4.84 out of 5 average rating, 100 reviews

The Tremont - The Upton Boston, South End

Located at The Upton's classic brownstone, The Tremont is a sun-flushed apartment with an open feel. Explorers, professionals, & guests visiting South Enders love our location: we're next to shopping, restaurants, site seeing, galleries, & more. Expansive Victorian bow front windows overlook the South End and boast the best sunset views. We have 300 plus MBPS WiFi & premium streaming. We look forward to welcoming you.

Guest favourite
A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.
Flat in Winthrop
4.93 out of 5 average rating, 158 reviews

Newly Renovated Ocean View 2 Bdrm Apt

Come relax in a newly renovated apartment with ocean view that sleeps up to 4 people (2 separate bedrooms & sofa bed in living room) w/ new kitchen & bathroom w/ top line appliances and walking distance to beach. TVs in every room will keep your friends / kids entertained and desk (w/ standing option) is ready if the office calls.

Popular amenities for Dorchester apartment rentals

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Quick stats about flat rentals in Dorchester

  • Total holiday rentals

    Explore 640 holiday rentals in Dorchester

  • Nightly prices starting at

    Dorchester holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 23,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wifi availability

    630 of Dorchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dorchester rentals

  • 4.7 Average rating

    Dorchester stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

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

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