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Dorchester Vacation Rentals

Find 3,506 available offers from 6 partners
Dorchester
Anytime
Guests

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Rating
4.5+
4+
3.5+

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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Best Vacation Home Deals in Dorchester

Save up to 59%

Condo Dorchester
Feb 2 - Feb 9
-50%
$503
$250 per night
Condo ∙ 9 guests ∙ 4 bedrooms
Condo in Egleston Square
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Nov 11 - Nov 18
-42%
$441
$258 per night
Apartment ∙ 14 guests ∙ 4 bedrooms
Family Friendly Spacious Apartment in Neponset / Port Norfolk with Grill
4.5
Excellent (24 ratings)
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Nov 3 - Nov 10
-59%
$711
$289 per night
House ∙ 10 guests ∙ 5 bedrooms
Pleasant Vacation Home in Fields Corner West with Yard + Sweeping Views
4.2
Very good (25 ratings)
Dorchester, Boston, Massachusetts, United States
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Find a vacation rental that matches your needs among the 3,506 fantastic options from 6 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 46%.

Top-Rated Rentals and Accommodations in Dorchester

Book Vacation Rental Offers with the Highest User Rating

Apartment Dorchester
Nov 3 - Nov 10
$430 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Apartment in Franklin Field South
5.0
Outstanding (40 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Nov 3 - Nov 10
-46%
$470
$252 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
Apartment in Fields Corner West
4.8
Outstanding (5 ratings)
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Nov 3 - Nov 10
$287 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Dorchester
5.0
Outstanding (1 rating)
Dorchester, Boston, Massachusetts, United States
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Recommended Vacation Rentals in Dorchester

Find your perfect vacation rental in Dorchester: from $61 per night

Apartment Dorchester
Nov 4 - Nov 11
$186 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Wonderful Apartment in Brookline
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Nov 4 - Nov 11
$171 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Brookline with Free Parking
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Nov 4 - Nov 11
-23%
$317
$244 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Rental Apartment in Brookline Village + Picturesque Views
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Nov 4 - Nov 11
$244 per night
Apartment ∙ 5 guests ∙ 3 bedrooms
Charming Apartment in Brookline
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Dec 30 - Jan 6
$325 per night
House ∙ 4 guests ∙ 1 bedroom
Beautiful Vacation Home in Columbus
4.8
Outstanding (101 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Dec 2 - Dec 9
$271 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Duplex Rental Apartment in Highland Park with Free Parking
4.6
Excellent (35 ratings)
Dorchester, Boston, Massachusetts, United States
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Condo Dorchester
Jan 19 - Jan 26
-56%
$611
$271 per night
Condo ∙ 12 guests ∙ 4 bedrooms
Condo in Stonybrook
4.0
Very good (1 rating)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Mar 2 - Mar 9
$223 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in West Street / River Street with Outside Patio
4.6
Excellent (43 ratings)
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Jan 20 - Jan 27
-34%
$415
$274 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Meeting House Hill with Ample Parking
3.7
Good (3 ratings)
Dorchester, Boston, Massachusetts, United States
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Budget-friendly Vacation Rentals in Dorchester

Find Fantastic yet Inexpensive Offers

Apartment Dorchester
Dec 9 - Dec 16
$189 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Brookline
3.9
Good (7 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Mar 9 - Mar 16
-40%
$499
$301 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Fenway/Kenmore with Pool & Grill
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Jan 19 - Jan 26
-59%
$514
$214 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
Apartment in Jamaica Hills / Pond
4.5
Excellent (32 ratings)
Dorchester, Boston, Massachusetts, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 24% of in Dorchester vacation rentals have a swimming pool.

Apartment  Dorchester
Jan 27 - Feb 3
-39%
$726
$440 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Prudential / St. Botolph with Pool
Dorchester, Boston, Massachusetts, United States
Free cancellation
Pool
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Apartment  Dorchester
Jan 28 - Feb 4
-40%
$725
$432 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Pleasant Rental Apartment in Prudential / St. Botolph with Pool
Dorchester, Boston, Massachusetts, United States
Free cancellation
Pool
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Apartment  Dorchester
Dec 30 - Jan 6
$251 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Mission Hill with Private Garden
3.9
Good (18 ratings)
Dorchester, Boston, Massachusetts, United States
Pool
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Dorchester!

Apartment  Dorchester
Nov 4 - Nov 11
$171 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Brookline
Dorchester, Boston, Massachusetts, United States
Pet-friendly
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Apartment  Dorchester
Mar 2 - Mar 9
$514 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
Beautiful Rental Apartment in Boston, Close to Faneuil Hall + Amazing Views
5.0
Outstanding (4 ratings)
Dorchester, Boston, Massachusetts, United States
Pet-friendly
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Apartment  Dorchester
Dec 2 - Dec 9
-46%
$269
$144 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in Codman Square with Grill & Yard
4.9
Outstanding (120 ratings)
Dorchester, Boston, Massachusetts, United States
Pet-friendly
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Dorchester with their own private patios and balconies.

Apartment  Dorchester
Dec 23 - Dec 30
$254 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Apartment in Washington Park
5.0
Outstanding (13 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony
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Condo  Dorchester
Mar 9 - Mar 16
$399 per night
Condo ∙ 8 guests ∙ 4 bedrooms
Entire Condo in Egleston Square with Yard
5.0
Outstanding (16 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony
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Maisonette  Dorchester
Dec 9 - Dec 16
-63%
$366
$135 per night
Maisonette ∙ 6 guests ∙ 3 bedrooms
Duplex in Fields Corner East
5.0
Outstanding
Dorchester, Boston, Massachusetts, United States
Balcony
Details
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Popular Rental Amenities in Dorchester

  • Parking (526)
  • Pet-friendly (732)
  • Pool (842)
  • Sauna (101)
  • Balcony/patio (612)
  • Hot tub (48)
  • Yard (497)
  • No smoking (2,175)
  • WiFi (3,402)
  • TV (3,167)
  • Dishwasher (1,113)
  • Washing machine (1,852)

Our search page's filters will help you find your dream accommodation in Dorchester. HomeToGo's data highlights that "Parking" and "Pets allowed" are the most frequently offered features in Dorchester. Not as many rentals in Dorchester are available if you need a special entrance for wheelchairs or if you're traveling without pets as "No pets allowed" and "Wheelchair accessible" are not very common amenities in Dorchester.

Price and Availability Index in Dorchester

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Vacation Rental Price Information in Dorchester

The graph shows the average rental prices for the next twelve months in Dorchester. Vacation rental prices are the highest in May (5/25 - 6/1). The cheapest week to book a vacation rental is in January (1/13 - 1/20).

Rental availability information in Dorchester

Check out the graph above to find out how many accommodations are available in Dorchester(in %). The week with the highest booking rate is in August (8/31 - 9/7). Only 29% of the rentals are still available. Conversely, you will find the highest percentage of available offers in Dorchester in November (11/25 - 12/2).

The Weather in Dorchester

max.
Min.
37°
25°
15 days 15
max.
Min.
39°
23°
15 days 15
max.
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46°
30°
14 days 14
max.
Min.
57°
41°
13 days 13
max.
Min.
66°
52°
14 days 14
max.
Min.
75°
59°
13 days 13
max.
Min.
82°
66°
12 days 12
max.
Min.
82°
66°
9 days 9
max.
Min.
73°
59°
9 days 9
max.
Min.
63°
48°
13 days 13
max.
Min.
52°
37°
10 days 10
max.
Min.
45°
32°
17 days 17
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.

7-Day Weather Forecast in Dorchester

Wed, 27 Sep
66°
59°

0%

5 h

9 mi/h

Thu, 28 Sep
66°
59°

0%

4 h

9 mi/h

Fri, 29 Sep
68°
60°

0%

5 h

9 mi/h

Sat, 30 Sep
64°
57°

0%

6 h

5 mi/h

Sun, 1 Oct
71°
57°

0%

11 h

6 mi/h

Mon, 2 Oct
64°
51°

0%

11 h

6 mi/h

Tue, 3 Oct
62°
53°

10%

7 h

5 mi/h

Accommodations for your vacation in Dorchester

In Dorchester, many of the 3,506 property types are apartment rental, which represent 61.83% of its available accommodations. Additionally, apartment rental in this destination have an average cost of $359 a night and a median size of 91 m². Furthermore, these rentals are ideal if you're going in a group of 4, it represents the average number of guests apartment rental can welcome in Dorchester. Vacationers who prefer something else will also find many house rental, which are the second most popular accommodation type in Dorchester. While apartment rental in Dorchester have an average size of 91 m², house rental have an average size of 81 m².
What are the best activities for families in Dorchester?

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.

Where are the unique attractions in Dorchester?

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.

Information about vacation rentals in Dorchester

🏡 Vacation rentals available 3,506 homes
💳 Possible discounts up to 46%
🌙 Nightly prices starting at $61
⭐ Popular amenities Parking, Pets allowed and Pool
🐾 Pet friendly homes 715 homes
🏊 Vacation rentals with pools 836 homes

Frequently Asked Questions

What is the typical nightly price for a vacation rental in Dorchester?

The nightly price of accommodations in Dorchester starts at $61. If you would like to stay in a apartment rental, the average price is $359 per night. A house rental Dorchester will cost $892 per night on average.

How many vacation homes are available for booking in Dorchester?

There are 3,506 vacation rentals to choose from for your upcoming vacation.

What are the most popular amenities for vacation homes in Dorchester?

If you're looking to book a vacation rental in Dorchester, others search for accommodation with Pets allowed, Parking and Pool.

How many vacation rentals with a pool are in Dorchester?

There are 836 vacation homes from 6 providers in Dorchester.

Are pets allowed in vacation rentals in Dorchester?

In case if you are traveling with a pet in Dorchester - 20% of rentals are pet-friendly.

What's the best month to travel to Dorchester?

Dorchester has its warmest time of year around July and August, with average prices of $61 per night.

Vacation Destinations Near Dorchester

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