Vacation rentals in Dorchester, Boston

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Top-rated vacation rentals in Dorchester, Boston

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Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 202 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Mar 15 – 22

$111 per night

Superhost

Apartment in Boston

4.89 out of 5 average rating, 251 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

This unique private suite is brand new & comes w/ its own private entrance. Including a queen size bed, ensuite bathroom, & a wine/craft beer minibar! The unit is extremely clean and very nicely decorated. A quick 5 minute walk to Ashmont Station (Red Line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. Great restaurants nearby - Molinari's & Tavolo Ristorante - as well as a local coffee shop + a Dunkin just across the Ashmont metro station.

Mar 9 – 16

$108 per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.

Oct 3 – 10

$94 per night

Superhost

Guest suite in Boston

4.83 out of 5 average rating, 181 reviews

New Decor! Cozy Modern Renovated Private Suite!

Delightful cozy suite with a private entrance in historic Roxbury. Your very own place with a private bedroom and bathroom. There is not a full kitchen, but rather key essentials, including a microwave, small fridge and coffee maker. This suite is located 1 miles from the orange line, is very close to bus lines and a short drive to Downtown. Northeastern University, Longwood Medical, Boston Medical Center and the world renowned Fenway park are all just a few miles and short uber ride away!

Jul 5 – 12

$126 per night

Guest favorite

Guest suite in Boston

4.93 out of 5 average rating, 285 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright "Spotless" studio in single family home. Airbnb and MA COVID cleaning standards are maintained. Ample on street parking. Peaceful family neighborhood minutes from the green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 20 minutes from city center. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. "Micro" kitchen (no stove or oven), Central air, heat, WiFi included. Registered and Licensed Airbnb.

Jun 19 – 26

$111 per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 107 reviews

Lower Mills Guest Suite

Available April 12-16 (Marathon / Patriots Day weekend) due to last minute cancellation! Cozy private space in Lower Mills area of Dorchester. Private entrance in back yard. 2 Bedrooms, full bathroom and a small kitchen with all the essentials. Free and easy street parking. Quick 10 minute walk to T Stop or less than 5 minutes to Bus. Perfect place for a family or small group to relax after a day full of activities. Quiet neighborhood feel in the city.

Apr 27 – May 2

$168 per night

Guest favorite

Apartment in Boston

4.95 out of 5 average rating, 115 reviews

Quirky studio in Jamaica Plain

Private entrance, bath, and kitchen. Located in an 1870 Victorian farmhouse, the studio has two single (twin) beds, for two people maximum. Convenient to T, near the shops and restaurants of JP, 20 min from downtown. PLEASE NOTE the STEEP STAIRS and a NARROW SPIRAL STAIRCASE which may not suit people with mobility or balance issues. (This is part of my larger listing for 4 people, "light and airy separate apartment in JP" with 200+ reviews, 4.9).

Jun 30 – Jul 7

$116 per night

Guest favorite

Apartment in Boston

4.92 out of 5 average rating, 264 reviews

Apartment 1BR mins from JFK/UMASS on Red Line

Airbnb Superhost offering meticulous and specious 1 bedroom 1 bath, sleep sofa and airbed( please request it when booking). Free street parking or in the driveway , free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Nov 29 – Dec 6

$161 per night

Guest favorite

Home in Boston

4.89 out of 5 average rating, 294 reviews

Treetop Haven in the City

Our space is unique in that it's completely private, affordable, quiet, clean, and with all the amenities you would find in a regular home. It is also cozy, not fancy, but homey. Think of a place you would find in a relative's home. The deck is special - it looks over our neighbor's backyards with plenty of sun and flowers in the Spring and summer. The neighborhood is quiet and safe. No animals are permitted.

Mar 9 – 16

$111 per night

Guest favorite

Apartment in Randolph

4.88 out of 5 average rating, 283 reviews

1 Bedroom basement apartment

Apartment is in a basement of a one family house with a separate entrance and parking. Includes a private kitchen , bathroom and living room. located in Randolph Ma South of Boston,6 minutes to public transportation reachable only by car since you can only get there by taking the highway. We recommend our guests to rent a car or use uber. Closest train station is Quincy Adams Train Station, beaches , ski area

Feb 26 – Mar 5

$115 per night

Guest favorite

Home in Quincy

4.96 out of 5 average rating, 122 reviews

Artist's Haven (2)

Before booking, please conduct thorough research on Quincy, MA, to ensure it aligns perfectly with your needs. As a dedicated Superhost, I'm committed to earning your 5-star review. My home offers easy check-in with a keypad entry. The cozy second-floor one-bedroom has a private entrance, spa-like bathroom, well-equipped kitchen, queen-sized bed, 55" TV, high-speed WiFi, and on-site parking for one car.

Jun 15 – 22

$100 per night

Guest favorite

Guesthouse in Dedham

4.95 out of 5 average rating, 170 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.

Jun 13 – 20

$127 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Dorchester, Boston vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Dorchester, Boston's top sights

South Bay Center67 locals recommend

Franklin Park Zoo188 locals recommend

Franklin Park9 locals recommend

Carson Beach73 locals recommend

John F. Kennedy Presidential Museum & Library129 locals recommend

MATTAPAN SQUARE3 locals recommend

Other great vacation rentals in Dorchester, Boston

Guest favorite

Apartment in Boston

4.95 out of 5 average rating, 334 reviews

Sunny Private Studio Aptmt

$144 per night

Superhost

Home in Boston

4.83 out of 5 average rating, 260 reviews

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Jan 30 – Feb 6

$109 per night

Guest favorite

Apartment in Boston

4.9 out of 5 average rating, 125 reviews

Swanky Unit w Cntrl air, mins 2 city Modrn Top flr

Jul 6 – 13

$131 per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 263 reviews

Private 1BR Pied-a-terre

Dec 1 – 8

$83 per night

Guest favorite

Home in Dedham

4.85 out of 5 average rating, 488 reviews

Private apartment close the city!

$89 per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 102 reviews

Warm and cozy 1st flr sweet guest suite w parking

Jul 3 – 10

$112 per night

Guest favorite

Condo in Boston

4.93 out of 5 average rating, 138 reviews

comfortable and cozy

Sep 23 – 30

$131 per night

Guest favorite

Home in Jamaica Plain

4.93 out of 5 average rating, 126 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Nov 7 – 14

$157 per night

Show all

Quick stats about vacation rentals in Dorchester, Boston

Total rentals	940 properties
Wifi availability	930 properties include access to wifi
Rentals with dedicated workspaces	570 properties have a dedicated workspace
Pet-friendly rentals	140 properties allow pets
Family-friendly rentals	360 properties are a good fit for families
Total number of reviews	40K reviews

Vacation rentals in Dorchester, Boston

Top-rated vacation rentals in Dorchester, Boston

Guest suite in Boston

Apartment in Boston

Guest suite in Boston

Guest suite in Boston

Guest suite in Boston

Guest suite in Boston

Apartment in Boston

Apartment in Boston

Home in Boston

Apartment in Randolph

Home in Quincy

Guesthouse in Dedham

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Dorchester, Boston vacation rentals

Stay near Dorchester, Boston's top sights

Other great vacation rentals in Dorchester, Boston

Apartment in Boston

Home in Boston

Apartment in Boston

Guest suite in Watertown

Home in Dedham

Guest suite in Winchester

Condo in Boston

Home in Jamaica Plain

Quick stats about vacation rentals in Dorchester, Boston

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore