Holiday houses in Dorchester

Find and book unique accommodation on Airbnb

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 $51 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
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, 164 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

Top Guest favourite
Apartment in Dorchester
4.85 out of 5 average rating, 278 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
Apartment in Dorchester
4.88 out of 5 average rating, 103 reviews

Great public transportation to tour all of Boston!

The Apartment is a three bedrooms place, livingroom, dining room, kitchen and bathroom. It has a foyer with it's own entrance; the bedrooms has three sizes bed KQF and can add some more beds; you, it has flat screen TV, Cable, wifi, Phone, off Street parking during your stay. We are a licensed and permitted Airbnb in Boston area. This ensures a safe, reliable Airbnb experience for all our guests, meeting all safety and inspirational requirements.Early or late check in/out are flexible .

Guest favourite
Home in Dorchester
4.9 out of 5 average rating, 21 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 Roslindale
5 out of 5 average rating, 29 reviews

Boston Buccaneer Retreat

Modern Luxury Near Forest Hills Station – A Sophisticated Urban Retreat Experience unparalleled elegance in this brand-new, high-end residence, perfectly positioned just moments from Forest Hills Station. Designed for discerning travelers, this exquisite home blends sophisticated design, premium finishes, and state-of-the-art amenities. The Orange Line is just outside the porch . save on rental cars and enjoy a gateway to Northeastern University and all of Boston's top transit routes.

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, 92 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.

Guest favourite
Home in Dorchester
5 out of 5 average rating, 16 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 on the third floor is just 5 miles from Downtown Boston. 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

Top Guest favourite
Home in Roslindale
5 out of 5 average rating, 21 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
Guest suite in Dorchester
4.82 out of 5 average rating, 44 reviews

Modern Boston Stay | Kitchen | Parking | Sauna

Newly renovated third floor of a Boston home, just a walk from train stations with quick access to downtown. Enjoy a modern bathroom with built-in electric sauna, full-sized kitchen equipped with essentials, and flexible space for 2-4 guests (queen bed + pull-out full sized sleeper sofa). Driveway parking available upon request (15$ for the stay if less than 3 nights, additional $5 per night) please let host know in advance.

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, 119 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
4.94 out of 5 average rating, 47 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