Dorchester Vacation Rentals

Compare 10,383 available properties from 24 providers
Dorchester
Anytime
2 guests
Save up to 30%

Best Vacation Home Deals in Dorchester

-30%
e.g. 6/8 - 6/15
Apartment ∙ 5 guests ∙ 2 bedrooms
Dorchester, Boston, Massachusetts, United States
from $389 $554
RedAwning
4.9
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-29%
e.g. 5/4 - 5/11
Apartment ∙ 7 guests ∙ 3 bedrooms
Dorchester, Boston, Massachusetts, United States
from $382 $538
RedAwning
4.9
View deal
-17%
e.g. 5/4 - 5/11
Condo ∙ 6 guests ∙ 3 bedrooms
Dorchester, Boston, Massachusetts, United States
from $430 $517
RedAwning
4.8
View deal

Find a vacation rental that matches your needs among the 10,383 fantastic options from 24 vacation rental websites in Dorchester. All of the offers from the different providers are instantaneously compared by our algorithm so you can save up to 30%.

Recommended Vacation Rentals in Dorchester

Find your perfect vacation rental in Dorchester: from $36 per night

House ∙ 5 guests ∙ 2 bedrooms
Dorchester, Boston, Massachusetts, United States
from $78
Airbnb
4.5
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Apartment ∙ 5 guests ∙ 2 bedrooms
Dorchester, Boston, Massachusetts, United States
from $146
Airbnb
5.0
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House ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $111
Airbnb
4.5
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Apartment ∙ 6 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $139
Airbnb
5.0
View deal
Apartment ∙ 3 guests
Dorchester, Boston, Massachusetts, United States
from $140
Airbnb
5.0
View deal
Condo ∙ 5 guests ∙ 3 bedrooms
Dorchester, Boston, Massachusetts, United States
from $219
Airbnb
4.5
View deal
Apartment ∙ 2 guests
Dorchester, Boston, Massachusetts, United States
from $137
Airbnb
5.0
View deal
Condo ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $148
Airbnb
5.0
View deal
Condo ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $119
Airbnb
4.5
View deal
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Dog-Friendly Vacation Rentals

Pet-friendly
Apartment ∙ 5 guests ∙ 2 bedrooms
Dorchester, Boston, Massachusetts, United States
from $308
VRBO
4.4
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Pet-friendly
Condo ∙ 6 guests ∙ 3 bedrooms
Dorchester, Boston, Massachusetts, United States
from $431
RedAwning
4.8
View deal
Pet-friendly
House ∙ 16 guests ∙ 6 bedrooms
Dorchester, Boston, Massachusetts, United States
from $963
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $72
Airbnb
5.0
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Fireplace
Private room ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $90
Airbnb
5.0
View deal
Fireplace
Private room ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
from $123
Airbnb
5.0
View deal
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Popular Rental Amenities in Dorchester

  • Internet (207)
  • Kitchen (183)
  • AC (166)
  • TV (137)
  • Washer (135)
  • Microwave (109)
  • Dishwasher (57)
  • No smoking (44)
  • Pet allowed (31)
  • Yard (31)
  • Grill (29)
  • Fireplace (25)
Our search page's filters will help you find your dream accommodation in Dorchester. HomeToGo's data highlights that "TVs" and "internet" are the most frequently offered features in Dorchester. Not as many rentals in Dorchester are available if you enjoy soaking in the hot tub or if you want a rental with a sauna as "saunas" and "Jacuzzis" are not very common amenities in Dorchester.

The Weather in Dorchester

37°
25°
39°
23°
46°
30°
57°
41°
66°
52°
75°
59°
82°
66°
82°
66°
73°
59°
63°
48°
52°
37°
45°
32°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. July is the warmest month in Dorchester with average maximum temperatures of 82°. February is the coolest month, with average minimal temperature reaching 23°. The rainiest month is December while the driest month is August.

Accommodations in Dorchester

In Dorchester, nearly half of the 10,383 property types are private rooms, which represent 44.4% of its available accommodations. Additionally, private rooms in this destination have an average cost of $104 a night and a median size of 1,210 ft². Furthermore, these rentals are ideal if you're going in a group of 2, it represents the average number of guests private rooms can welcome in Dorchester. Vacationers who prefer something else will also find many apartment rentals, which are the second most popular accommodation type in Dorchester. While private rooms in Dorchester have an average size of 1,210 ft², apartment rentals have an average size of 1,170 ft².

American history awaits at Dorchester vacation rentals

The idyllic enclave of Dorchester, Massachusetts is blessed in having many of the state's biggest attractions on its doorstep. Your comfortable vacation rental here situates you in a characterful, historic center with stunning surroundings.

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Family Activities

Travel the world from Dorchester

Children will be wowed by the animals in Franklin Park Zoo. Exciting workshops and talks bring you face-to-face with the most exotic critters of the animal world; from baby dingoes to mountain lions and bright parakeets. Your whole family will be rapt by their diversity, beauty, and remarkable adaptation to the environments in which they live.

Local Attractions

Unearth the foundations of American history

Why not take a day trip to Boston's sophisticated streets to follow the Freedom Trail? The two-and-a-half mile trail leads you past 16 historical sites, including churches, museums, and meeting houses.

You'll learn about the people who shaped the nation and delve into the enthralling history of the American Revolution at Boston's internationally recognized historical tour.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Dorchester VRBO Vacation Rentals in Dorchester HomeAway Vacation Rentals in Dorchester Airbnb Vacation Rentals in Dorchester TripAdvisor Vacation Rentals in Dorchester VacationRentals.com Vacation Rentals in Dorchester HouseTrip Vacation Rentals in Dorchester FlipKey Vacation Rentals in Dorchester 9flats.com Vacation Rentals in Dorchester VaycayHero Vacation Rentals in Dorchester PerfectPlaces.com Vacation Rentals in Dorchester Homestay.com Vacation Rentals in Dorchester Only-apartments Vacation Rentals in Dorchester Interhome Vacation Rentals in Dorchester Bedycasa Vacation Rentals in Dorchester Novasol Vacation Rentals in Dorchester HomeEscape Vacation Rentals in Dorchester

Vacation Destinations Near Dorchester