
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 $52Â 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.

Family friendly apartment right on the Red Line!
Your family will be close to everything when you stay at this centrally-located home. We are perfectly located to enjoy all Boston has to offer! -Enjoy a quiet tree lined street and easy parking -A 5 minute walk to the Red Line which has you downtown in 20 minutes, with multiple bus lines that run near by - A 7 minute drive from the beach and bike paths - lots of great food choices- Asian + boba, Caribbean, Latin, Irish, Italian and more - Easy walk to playgrounds - Quick access to the highway

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.

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

Private Town house minutes to downtown
The group will enjoy easy access to everything from this centrally located townhouse . Located within a quiet, safe, and clean neighborhood . Walk to beach, markets ,restaurants, and coffee shop . 4 minute walk to the train station. Quick and convenient train or uber (2.5 miles)ride to many of Bostons most visited tourist attractions, music venues, and historic sites. Great base if visiting Gillette Stadium, Salem Ma, New Hampshire Boston colleges & hospitals, theaters & history tours.

III 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.

🎖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.

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.

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.

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!

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.

Brand New Luxury Retreat w/ Pool & Fitness Center
Experience modern South Boston living in this bright 2BR/1BA apartment! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit washer/dryer, and spacious living areas with oversized windows. Relax by the seasonal pool, work out in the 24/7 fitness center, or unwind in the lush courtyard with grilling stations. Just minutes from Carson Beach, Downtown Boston, and the Red Line.

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 sleeper sofa). Driveway parking available upon request (15$ per night) —please let host know in advance.
Popular amenities for Dorchester holiday rentals
Stay near Dorchester's top sights
Other great holiday rentals in Dorchester

Boston Charm 1: Private Room Near Downtown

Private room/ MUST LOVE DOGS

Entire floor, private bath, 2 mins walk to subway

Large Private room in Savin Hill

Victorian Boston Home/NO ADDED FEES

Private Room 3 Min Walk to Savin Hill Subway Stop

Victorian Studio with Kitchen

Boston Queen Bedroom 204
Destinations to explore
- Rentals with breakfast Dorchester
- Fitness-friendly rentals Dorchester
- Private suite rentals Dorchester
- Rentals with a hot tub Dorchester
- Townhouse rentals Dorchester
- Rentals with a washing machine and dryer Dorchester
- House rentals Dorchester
- Condo rentals Dorchester
- Rentals with a fire pit Dorchester
- Rentals with a patio Dorchester
- Apartment rentals Dorchester
- Rentals with outdoor seating Dorchester
- Rentals with pools Dorchester
- Pet-friendly rentals Dorchester
- Rentals with beach access Dorchester
- Family-friendly rentals Dorchester
- Rentals with a fireplace Dorchester
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- East Sandwich Beach
- Duxbury Beach
- North Hampton Beach
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo





