Holiday houses in Dorchester

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Quick stats about holiday rentals in Dorchester

  • Total holiday rentals

    Explore 990 holiday rentals in Dorchester

  • Nightly prices starting at

    Dorchester holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 51,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    650 properties have a dedicated workspace

  • Wi-Fi availability

    990 of Dorchester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace 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 JFK/UMass Station

Top-rated holiday rentals in Dorchester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Dorchester
4.89 out of 5 average rating, 152 reviews

Prime City Location: Private Suite-separate entry.

This quiet residential neighborhood has easy access to a transportation hub (subway/bus/trolley/taxi), is 7 miles from the airport and has restaurants and services nearby - many within easy walking distance. My Codman Hill neighborhood is a premium area and represents the best of suburbia in the city. The neighborhood hosts primarily single and double deck family homes. This community has historic Victorian houses, access to pristine city beaches, the JFK Library and many historic interests.

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.
Condo in Dorchester
4.96 out of 5 average rating, 163 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

Apartment in Dorchester
4.84 out of 5 average rating, 37 reviews

IV Renovated Boston Apt Complimentary Breakfast

Welcome to our newly renovated Boston apartment featuring high-speed WiFi, Smart TV, heating and A/C, shared Landry complimentary breakfast when available, pantry essentials, and free public street parking. Conveniently located near public transportation, downtown, hospitals, universities, and major attractions. Situated in a vibrant urban neighborhood with typical city activity and occasional street noise. Please review the location before booking to ensure it's the right fit for your stay.

Guest favourite
An outdoor patio is illuminated by string lights, showcasing an inviting seating area with multiple chairs and lounge furniture arranged around a central rug. A large umbrella provides shade over a bar area, surrounded by greenery and a bright evening sky.
Apartment in Dorchester
4.85 out of 5 average rating, 274 reviews

🎖The Ashmont Apartment | Close to Subway/Downtown

This unique 2 bed/2 bath apartment is brand new, along with all the furnishings and amenities. The unit includes 1 Queen + 1 Full size en-suite bedrooms. The unit is extremely clean and beautifully decorated. Only a 5 minute walk to Ashmont T station (red line), which takes you directly into Downtown Boston, Harvard, 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.
Apartment in Brighton
4.95 out of 5 average rating, 152 reviews

The Murthy : Bright • Spotless • W/D

Enjoy Boston in this elegant suite 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 -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
Home in Dorchester
4.9 out of 5 average rating, 20 reviews

3B fam/friendly Bostons best deal: 5 min from MBTA

Step into modern comfort in the heart of the city. This 3 bedroom retreat blends practicality with warm touches. Whether you’re here to explore, catch a show, or simply unwind, you’ll find everything you need. Located just steps from the city’s best cafés, gourmet markets, you’re walking distance of popular nightlife spots, and quick transit links. Perfect for solo adventurers, couples, or business travelers, this urban hideaway is your launchpad for the very best the city has to offer.

Guest favourite
Apartment in Dorchester
4.94 out of 5 average rating, 104 reviews

Modern Apt in Boston|Near Subway|Free Parking|Safe

You’ll love the stylish decor of this charming place located near Downtown, beach. train, Bus to downtown, historic site , different varieties of cuisines, bars, shopping mall ,famouse colleges 7 minutes Walk to subway. 5.6 mi Chinatown 5.6 miDowntown 5.4 miNewbury st, Boston Garden 5.3 miSeaport District 3.7 mi Marina Bay 4 mi skyline wollaston beach 5.2 miCastle Island 3.5 mi JFK musium 2.1 mi zoo 5.5 mi Cofley Square 8.3 mi MIT, Harvard, 7 mi fenway park 15 mi Nantasketbeach

Guest favourite
Home in Dorchester
5 out of 5 average rating, 15 reviews

Brand New 3BR | Walk to Transit | Near Boston 85c

Welcome to your cozy home away from home! This newly decorated 3-bedroom, 2-bathroom apartment is just 5 miles from Downtown Boston. Nestled in a vibrant and walkable neighborhood, it’s perfect for families, groups, or business travelers. Only a 2-minute walk to the nearest bus stop and 5 minutes to a grocery store. The apartment features a fully equipped kitchen, spacious living area, comfortable beds, fast Wi-Fi, and all the essentials for a relaxing, convenient, and enjoyable stay

Guest favourite
The living area features a modern sofa set adorned with decorative pillows. A simple coffee table sits between the seating arrangements, accented by a small plant. A piece of wall art adds color to the light gray walls, while a window allows natural light to enhance the space.
Guest suite in Dorchester
4.98 out of 5 average rating, 91 reviews

Cozy and Clean Ashmont Apartment

Kick back and relax in this peaceful sanctuary, with easy access to all of Boston. This apartment is the entire third floor of our home, and has a separate entrance for maximum privacy. Enjoy amenities like a king sized bed, air conditioning, smart TV loaded with Netflix and Hulu, a washer/dryer, and a full kitchen (including a dishwasher). The location is just a couple blocks from two red-line T (subway) stations, where you can get to downtown Boston in less than 20 minutes.

Top Guest favourite
Home in Roslindale
5 out of 5 average rating, 17 reviews

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Guest favourite
A welcoming living area features a comfortable gray sectional sofa positioned against light walls. Natural light enters through multiple windows adorned with white curtains. A light wooden coffee table sits on a decorative rug, complementing the warm hardwood flooring.
Apartment in Dorchester
4.83 out of 5 average rating, 117 reviews

Close 2 City SwankyModrn Unit w Centrl Air

Modern/Sunny 1st Floor unit Conveniently located in Dorchester, MA. --Short Walk to the Red Line T, with private Rear Porch --10 Minute drive to Downtown Boston Ma, the bustling Sea Port Night Life and Hay Market --Easy on Street parking --Central Air --Large Bedrooms with Large closets & natural Hardwood floors --Private Back porch --Easy /Short Walk To Savin Hill Bars / Coffee Shops / Beach / play ground

Superhost
Home in Boston
4.93 out of 5 average rating, 45 reviews

Home in Boston/Milton

This newly renovated property boasts an open floor plan, offering a modern design with brand-new appliances. Located in a peaceful neighborhood, it provides the perfect balance of tranquil living and convenient access to all that Boston has to offer. Just minutes from Downtown Boston, Blue Hills Reservation, Milton Academy, and local beaches, it's an ideal spot for both relaxation and adventure.

Popular amenities for Dorchester holiday rentals