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Dorchester Vacation Rentals

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Dorchester
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Apartment
House
Private room
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 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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Save up to 44%

Best Vacation Home Deals in Dorchester

Apartment Dorchester
Aug 5 - Aug 12
-22%
$195
$152 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Brookline with Common Patio
5.0
"Excellent" (2 ratings)
Dorchester, Boston, Massachusetts, United States
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Cottage Dorchester
Dec 9 - Dec 16
-44%
$400
$226 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Wonderful Cottage in Quincy + Skyline Views
5.0
"Excellent" (1 rating)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Dec 16 - Dec 23
-24%
$341
$258 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Shawmut with Decorative Fireplace
5.0
"Excellent" (41 ratings)
Dorchester, Boston, Massachusetts, United States
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Find a vacation rental that matches your needs among the 147 fantastic options from 5 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 43%.

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Top-Rated Rentals and Accommodations in Dorchester

House Dorchester
Jan 13 - Jan 20
-42%
$1,792
$1,039 per night
House ∙ 16 guests ∙ 7 bedrooms
House in Fenway/Kenmore
5.0
"Excellent" (31 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Oct 28 - Nov 4
$323 per night
Apartment ∙ 12 guests ∙ 4 bedrooms
Large Apartment in Quincy with Nice Patio + Water View
5.0
"Excellent" (27 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Sep 3 - Sep 10
$650 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
Private Apartment in Highland Park + City Views
5.0
"Excellent" (6 ratings)
Dorchester, Boston, Massachusetts, United States
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Recommended Vacation Rentals in Dorchester

Find your perfect vacation rental in Dorchester: from $104 per night

Condo Dorchester
Nov 11 - Nov 18
$332 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Condo in St. Marks with Yard + Garden View
5.0
"Excellent" (2 ratings)
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Sep 9 - Sep 16
$577 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Highland Park + City Views
3.7
"Good" (6 ratings)
Dorchester, Boston, Massachusetts, United States
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House Dorchester
Nov 11 - Nov 18
$502 per night
House ∙ 8 guests ∙ 5 bedrooms
House in D Street / West Broadway with Free Parking
4.9
"Excellent" (174 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Sep 9 - Sep 16
$358 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Private Apartment in Highland Park with Marble Fireplace
4.8
"Excellent" (57 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Jan 13 - Jan 20
$465 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Pleasant Rental Apartment in Central Village
5.0
"Excellent" (134 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Aug 6 - Aug 13
$176 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Highland Park with Yard
4.7
"Outstanding" (36 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Aug 5 - Aug 12
$193 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Family Friendly Apartment in Jamaica Plain with Yard & Grill
4.8
"Excellent" (125 ratings)
Dorchester, Boston, Massachusetts, United States
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Condo Dorchester
Jan 13 - Jan 20
$488 per night
Condo ∙ 8 guests ∙ 4 bedrooms
Condo in Jamaica Hills / Pond with Free Parking
4.9
"Excellent" (128 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Sep 3 - Sep 10
$166 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Highland Park
4.9
"Excellent" (66 ratings)
Dorchester, Boston, Massachusetts, United States
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Budget-friendly Vacation Rentals in Dorchester

Condo Dorchester
Dec 16 - Dec 23
-15%
$194
$164 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Neponset / Port Norfolk
4.7
"Outstanding" (65 ratings)
Dorchester, Boston, Massachusetts, United States
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Apartment Dorchester
Jul 28 - Aug 4
$272 per night
Apartment ∙ 4 guests ∙ 3 bedrooms
Entire Rental Apartment in North Quincy with Yard + Next to Beach
4.8
"Excellent" (22 ratings)
Dorchester, Boston, Massachusetts, United States
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Condo Dorchester
Sep 3 - Sep 10
$298 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Columbus with Private Garden
5.0
"Excellent" (124 ratings)
Dorchester, Boston, Massachusetts, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 22% of in Dorchester vacation rentals have a swimming pool.

Apartment Pool Dorchester
Oct 16 - Oct 23
-63%
$678
$249 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Mission Hill with Private Garden
4.0
"Very good" (12 ratings)
Dorchester, Boston, Massachusetts, United States
Pool
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Apartment Pool Dorchester
Mar 25 - Apr 1
-54%
$686
$318 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Mission Hill with Private Garden
4.9
"Excellent" (12 ratings)
Dorchester, Boston, Massachusetts, United States
Pool
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Apartment Pool Dorchester
Oct 11 - Oct 18
-49%
$828
$423 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Lovely Apartment in Fenway/Kenmore with Pool
5.0
"Excellent" (2 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 Pet-friendly Dorchester
Oct 28 - Nov 4
-34%
$656
$433 per night
Apartment ∙ 10 guests ∙ 4 bedrooms
Apartment in Fields Corner West
5.0
"Excellent" (6 ratings)
Dorchester, Boston, Massachusetts, United States
Pet-friendly
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Apartment Pet-friendly Dorchester
Jun 3 - Jun 10
-33%
$257
$171 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Brookline
4.9
"Excellent" (48 ratings)
Dorchester, Boston, Massachusetts, United States
Pet-friendly
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Apartment Pet-friendly Dorchester
Jul 8 - Jul 15
$285 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Columbus
5.0
"Excellent" (16 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.

Condo Balcony Dorchester
Nov 4 - Nov 11
$104 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in St. Marks with Yard
5.0
"Excellent" (95 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony
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Apartment Balcony Dorchester
Dec 16 - Dec 23
$125 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in Jones Hill with Grill & Yard + Panoramic View
4.8
"Excellent" (86 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony
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Apartment Balcony Dorchester
Dec 16 - Dec 23
$205 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in St. Marks with Yard
5.0
"Excellent" (107 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony
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Popular Rental Amenities in Dorchester

  • Internet (3,715)
  • Air conditioning (3,518)
  • TV (3,502)
  • No smoking (2,522)
  • Kitchen (2,283)
  • Microwave (2,037)
  • No pets (1,868)
  • Washer (1,623)
  • Dishwasher (1,443)
  • Pet allowed (882)
  • Crib (823)
  • Pool (820)

Our search page's filters will help you find your dream accommodation in Dorchester. HomeToGo's data highlights that "Internet" and "Air conditioning" are the most frequently offered features in Dorchester. Not as many rentals in Dorchester are available if you are a grill master or if you want a rental with a sauna as "Sauna" and "Grill" are not very common amenities in Dorchester.

Price and Availability Index in Dorchester

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 June (6/24 - 7/1). The cheapest week to book a vacation rental is in February (2/17 - 2/24).

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 April (4/15 - 4/22). Only 30% of the rentals are still available. Conversely, you will find the highest percentage of available offers in Dorchester in December (12/9 - 12/16).

The Weather in Dorchester

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37°
25°
15 days 15
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39°
23°
15 days 15
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46°
30°
14 days 14
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41°
13 days 13
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52°
14 days 14
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75°
59°
13 days 13
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82°
66°
12 days 12
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82°
66°
9 days 9
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73°
59°
9 days 9
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63°
48°
13 days 13
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52°
37°
10 days 10
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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

Mon, 20 Mar
48°
28°

0%

8 h

13 mi/h

Tue, 21 Mar
51°
37°

0%

5 h

9 mi/h

Wed, 22 Mar
44°
39°

0%

2 h

9 mi/h

Thu, 23 Mar
48°
41°

90%

0 h

9 mi/h

Fri, 24 Mar
50°
46°

85%

1 h

11 mi/h

Sat, 25 Mar
44°
41°

90%

1 h

13 mi/h

Sun, 26 Mar
46°
39°

0%

3 h

16 mi/h

Accommodations for your vacation in Dorchester

In Dorchester, two-thirds of the 147 property types are apartment rental, which represent 72.2% of its available accommodations. Additionally, apartment rental in this destination have an average cost of $426 a night and a median size of 78 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 78 m², house rental have an average size of 74 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 147 properties
💳 Possible discounts up to 44%
🌙 Nightly prices starting at $105
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 883 properties
🏊 Vacation rentals with pools 892 properties

Frequently Asked Questions

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

The average accommodation in Dorchester is priced at $105 per night. If you are looking for a apartment rental, the nightly price is $426 on average. A house rental Dorchester will cost $919 per night on average.

How many vacation homes are available to book in Dorchester?

There are 147 vacation homes from 5 different providers in Dorchester.

What amenities are most popular for vacation homes in Dorchester?

Three most popular amenities for vacation rentals in Dorchester include accommodations with: Air conditioning, Internet, and TV.

How many vacation rentals with pools are in Dorchester?

There are 892 vacation homes across 5 providers in Dorchester.

Are pets allowed in vacation homes in Dorchester?

If traveling with a pet in Dorchester, 21% of rentals allow pets.

What are the best months to travel to Dorchester?

The warmest months in Dorchester are July and August, with temperatures around 82 °F. The coldest months in Dorchester are February and January, with 23 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Dorchester TripAdvisor Vacation Rentals in Dorchester Vrbo Vacation Rentals in Dorchester VacationRentals.com Vacation Rentals in Dorchester HouseTrip Vacation Rentals in Dorchester FlipKey Vacation Rentals in Dorchester Homestay.com Vacation Rentals in Dorchester Only-apartments Vacation Rentals in Dorchester Interhome Vacation Rentals in Dorchester Novasol Vacation Rentals in Dorchester HomeEscape Vacation Rentals in Dorchester

Vacation Destinations Near Dorchester

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