House holiday rentals in Dorchester, Boston

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for house rentals in Dorchester, Boston

House rentals with a pool

Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favourite
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars3 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 17 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars3 weeks ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Top guest favourite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars1 week ago
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!
Guest favourite
Home in Weston
4.97 out of 5 average rating, 95 reviews

Spacious vacation unit in premium suburban town

LucyRating, 5 stars3 weeks ago
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!
Superhost
Home in Plymouth
4.63 out of 5 average rating, 139 reviews

Harlow Bishop House walk to ocean in town, hot tub

TerriRating, 5 stars6 days ago
Our accommodations were beyond what we expected. The location was perfect. Restaurants and shops were within walking distance, and we felt right at home. Our space was comfortable and clean. We will be back!
Superhost
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars1 month ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!

Weekly house rentals

Top guest favourite
Home in Greater Mattapan
4.98 out of 5 average rating, 61 reviews

Brand New 4BR 2.5Bath House 20Min Downtown Boston

JayRating, 5 stars1 week ago
The house was very clean and exactly as the pictures looked. It is stocked with everything you'll need, soap, paper towels, silverware, etc... There are lots of small restaurants within walking distance, pretty much any type of food you could want. Pamela was great, and very easy to communicate with. It was an extremely easy check-in and check-out.
Guest favourite
Home in Charlestown
4.98 out of 5 average rating, 52 reviews

Spacious & Pet-Friendly Modern Home in Charlestown

MaureenRating, 5 stars1 week ago
Great experience! Gracious and responsive host — wonderfully accommodating and hospitable. Fabulous location, easily within walking distance to Freedom Trail, yet also had a beautiful residential feel. House was bigger than expected. Helpful recommendations, and made us feel at home. Would definitely stay again. Thank you!
Superhost
Home in Somerville
4.89 out of 5 average rating, 127 reviews

Cozy Stylish 4br3ba 3mins to Somerville Subway

DanaRating, 5 stars2 weeks ago
We really enjoyed this place. It gave us plenty of room to spread out. The absolute best part was also the location to the green line. So easy to get to and therefore we could easily get everywhere in the city. Would stay here again and recommend to others.
Guest favourite
Home in Jamaica Plain
4.96 out of 5 average rating, 83 reviews

Beaut private close univ+hospital

MaryRating, 5 stars1 week ago
Had a lovely stay at the apartment. It is spacious and is in a convenient location about 10 min walk to subway and could easily use public transport to get to points of interest in 15-30 min. Close to several parks/greenspaces and good restaurants. Maria is a very helpful, considerate, and polite host.
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 136 reviews

1BR Loft | 25 Mins to Boston | Quiet Neighborhood

EllenRating, 5 stars3 weeks ago
This was the perfect spot for us to make home for a few days. Super clean and organized with a thoughtfully-stocked kitchen and bathroom and plenty of room to keep our things. The bed was super comfy and the neighborhood is quiet - we slept well, and woke up to lovely birdsong. The apartment felt really private. There are some cool places to explore a short drive (or walk!) away, including Garden in the Woods and the McAuliffe branch of the Framingham Public Library and plenty of shopping and dining options not too far away. We especially loved getting takeout from Saxonville Burrito, but we also cooked quite a few meals "at home." Highly recommend! The only thing to be aware of is that there is a fairly long, somewhat steep set of stairs to get into the apartment - railings on both sides and perfectly safe, but might be a lot for anyone with mobility issues.
Superhost
Home in Dorchester
4.7 out of 5 average rating, 20 reviews

Stylish Condo with Parking/Wi-Fi

AyushRating, 5 stars3 weeks ago
It was a very pleasant stay at your house - it was very clean and very safe. Our parents had the most wonderful time staying there. Irvin was very responsive and always available during the entirety of our stay.
Superhost
Home in Quincy
5 out of 5 average rating, 3 reviews

Studio w seaside deck access

GarlandRating, 5 stars3 months ago
This is my third booking at Kay's place. That should say enough when there are many other choices.
Guest favourite
Home in Dorchester
4.94 out of 5 average rating, 97 reviews

New Spacious Home in Boston

HannahRating, 5 stars1 day ago
We celebrated our bride to be at this airbnb and it was the perfect place to do so- clean, spacious, modern and stocked with just about every amenity you could need! Esther was responsive and kind. When we went to downtown Boston, we took 20 minute drives with Uber, which was very convenient for us. The driveway parking and street parking was also very helpful for our group. Would highly recommend this airbnb!

Private house rentals

Superhost
Home in Dorchester
4.84 out of 5 average rating, 31 reviews

Hidden Gem in Port Norfolk

MauryaRating, 5 stars3 weeks ago
We are a group of six traveling for a soccer tournament. We love to bring my husband’s parents and it is always cheaper to stay in an Airbnb … it allows us the option to eat in, run a load of dirty soccer clothes, and relax in a space together…we are pretty low maintenance and just like a clean space together rest… we made a few meals with lots of available dishes and places to sit… we also took advantage of local Irish pub, Mexican, and a sweet coffee shop. Parking was free and available on the street. Quick hop into Boston by car and could have taken the T as well. Easy to get inside and very responsive, but we didn’t really need anything!
Guest favourite
Home in Dorchester
4.96 out of 5 average rating, 28 reviews

Modern 5BR | Near Subway & Downtown | Free Parking

CarolineRating, 5 stars2 weeks ago
We had a fantastic stay at Hiep’s place! The house was spotless, spacious, and thoughtfully set up with everything we needed, from a fully stocked kitchen to fresh towels and toiletries. The home felt newly renovated and was perfect for our group, with plenty of room to relax and enjoy meals together. The location was super convenient, it was just a 5-minute walk to the Ashmont T station and easy access to downtown Boston. Despite being in the city, the neighborhood felt quiet and safe. What truly made the stay exceptional was Hiep's hospitality. He was incredibly responsive, accommodating, and went above and beyond to make sure we were comfortable. You can tell he genuinely cares about his guests' experience. Highly recommend this place for families, group trips, or work retreats. We'd absolutely stay again!
Guest favourite
Home in Stoneham
4.94 out of 5 average rating, 54 reviews

Explore Stoneham

PeterRating, 5 stars6 months ago
Stayed here for 10 days in late November. My mom was transitioning from the hospital to rehab and then to her home. I worked all day everyday getting her place ready. John's Place came to be known as My Sanctuary at the end of the day. Very comfortable and very quiet. And John is a very nice, accommodating, compassionate guy. He asked about my mom everyday. I will definitely stay here for my next trip to the Boston area. Thanks for everything, John!
Guest favourite
Home in Roslindale
4.99 out of 5 average rating, 76 reviews

Upscale Boston 2 BR w/ Off Street Parking

LindaRating, 5 stars2 weeks ago
Pristine clean, great beds, comfortable, onsite parking, safe
Top guest favourite
Home in Hull
4.97 out of 5 average rating, 30 reviews

4 bd Ocean View, Dual Deck, Beach Front Retreat

ArnoldRating, 5 stars2 days ago
Great location, spacious open floor plan, and beautiful views
Superhost
Home in Greater Mattapan
4.94 out of 5 average rating, 34 reviews

The Enchanted Red Doors

MichaelRating, 5 stars1 month ago
Clean, comfortable, great location/spot.
Guest favourite
Home in South Boston
4.91 out of 5 average rating, 23 reviews

Three level townhouse near South Boston's Best!

RachelRating, 5 stars2 weeks ago
It was our family’s first trip to Boston and we traveled with five people and our goldendoodle. Holly’s place worked out well for us to explore the things we wanted to do in the city. We liked having so much space to spread out! The beds were comfortable and once we learned our way around and used the T we could get to places around the city easily. The parking garage is about a 20 min walk away so that took a bit of planning for us since we drove; however, we were able to get closer street parking for shorter times in the day to load and unload our vehicle. We packed our time full of activities and there was so much to explore! We felt safe walking around here and would certainly recommend it!
Guest favourite
Home in Roslindale
4.9 out of 5 average rating, 31 reviews

Kailyn Apartment Boston, Massachusetts

AngelaRating, 5 stars1 week ago
Egla’s place was great for our overnight stay! Communication was excellent! It was very clean, quiet, and comfortable. We appreciated the provided snacks and beverages. Thanks for a great stay!

Quick stats about house rentals in Dorchester, Boston

  • Total rentals

    200 properties

  • Nightly prices starting at

    ₹1,731 before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston
  6. Dorchester
  7. House rentals