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Jamaica Plain Vacation Rentals

Find 15 available offers from 5 partners
Jamaica Plain
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Apartment
House
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Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Uncover an alternative Boston with a Jamaica Plain vacation rental

Vacation rentals in Boston's Jamaica Plain district are characterized by green spaces forming part of the Emerald Necklace and a diverse community. Experience another side of Boston in this verdant retreat, where you'll discover heritage around every leaf-dappled corner.

Show all 15 properties
Save up to 42%

Best Vacation Home Deals in Jamaica Plain

Apartment Jamaica Plain
Jun 3 - Jun 10
-33%
$251
$168 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Brookline
4.9
"Excellent" (48 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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House Jamaica Plain
Sep 9 - Sep 16
-42%
$483
$280 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Brook Farm with Grill & Yard
4.9
"Excellent" (35 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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House Jamaica Plain
Nov 11 - Nov 18
-27%
$337
$247 per night
House ∙ 8 guests ∙ 3 bedrooms
Charming House in Centre-South with Yard
5.0
"Excellent" (3 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Find the ideal property from $155 per night by searching among the 15 options being offered in Jamaica Plain. Every one of the accommodations from our partner websites are instantaneously compared by our algorithm so you can save up to 37%.

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Top-Rated Rentals and Accommodations in Jamaica Plain

Apartment Jamaica Plain
Jan 13 - Jan 20
$460 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Pleasant Rental Apartment in Central Village
5.0
"Excellent" (134 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Sep 16 - Sep 23
$164 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Highland Park
4.9
"Excellent" (67 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Jul 29 - Aug 5
$175 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Sunny Rental Apartment in Centre-South with Yard
5.0
"Excellent" (28 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Recommended Vacation Rentals in Jamaica Plain

Find your perfect vacation rental in Jamaica Plain: from $155 per night

Apartment Jamaica Plain
Dec 1 - Dec 8
-37%
$533
$376 per night
Apartment ∙ 10 guests ∙ 4 bedrooms
Rental Apartment in High Street Hill with Yard
5.0
"Excellent" (22 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Jan 13 - Jan 20
$459 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Pleasant Rental Apartment in Central Village
5.0
"Excellent" (134 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Oct 21 - Oct 28
$223 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Nice Rental Apartment in Brook Farm
4.8
"Excellent" (102 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Aug 12 - Aug 19
$175 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Highland Park with Yard
4.7
"Outstanding" (36 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Jun 3 - Jun 10
-33%
$239
$191 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Brookline
4.9
"Excellent" (48 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Sep 9 - Sep 16
$424 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Apartment in Franklin Field South
4.9
"Excellent" (11 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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House Jamaica Plain
Dec 9 - Dec 16
-42%
$481
$280 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Brook Farm with Grill & Yard
4.9
"Excellent" (35 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Sep 16 - Sep 23
$164 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Highland Park
4.9
"Excellent" (67 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Jul 1 - Jul 8
$174 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Sunny Rental Apartment in Centre-South with Yard
5.0
"Excellent" (28 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Budget-friendly Vacation Rentals in Jamaica Plain

Apartment Jamaica Plain
Aug 12 - Aug 19
$174 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Highland Park with Yard
4.7
"Outstanding" (36 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Apartment Jamaica Plain
Oct 21 - Oct 28
$224 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Nice Rental Apartment in Brook Farm
4.8
"Excellent" (102 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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House Jamaica Plain
Sep 9 - Sep 16
-42%
$485
$280 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Brook Farm with Grill & Yard
4.9
"Excellent" (35 ratings)
Jamaica Plain, Boston, Massachusetts, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 25% of in Jamaica Plain vacation rentals have a swimming pool.

Apartment Pool Jamaica Plain
Oct 7 - Oct 14
-66%
$735
$248 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Mission Hill with Private Garden
4.0
"Very good" (12 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pool
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Apartment Pool Jamaica Plain
Jul 8 - Jul 15
-40%
$746
$445 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Mission Hill with Private Garden
4.9
"Excellent" (12 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pool
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Apartment Pool Jamaica Plain
Jan 13 - Jan 20
-42%
$599
$349 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in West Fens with Pool
Jamaica Plain, 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 Jamaica Plain!

Apartment Pet-friendly Jamaica Plain
Dec 1 - Dec 8
-37%
$582
$367 per night
Apartment ∙ 10 guests ∙ 4 bedrooms
Rental Apartment in High Street Hill with Yard
5.0
"Excellent" (22 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pet-friendly
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Apartment Pet-friendly Jamaica Plain
Jun 3 - Jun 10
-34%
$254
$168 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Brookline
4.9
"Excellent" (48 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pet-friendly
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House Pet-friendly Jamaica Plain
Nov 11 - Nov 18
-27%
$337
$247 per night
House ∙ 8 guests ∙ 3 bedrooms
Charming House in Centre-South with Yard
5.0
"Excellent" (3 ratings)
Jamaica Plain, 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 Jamaica Plain with their own private patios and balconies.

Apartment Balcony Jamaica Plain
Sep 9 - Sep 16
$425 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Apartment in Franklin Field South
4.9
"Excellent" (11 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
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Condo Balcony Jamaica Plain
Nov 11 - Nov 18
$398 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Entire Condo in Egleston Square with Yard
5.0
"Excellent" (5 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
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Apartment Balcony Jamaica Plain
Sep 9 - Sep 16
$324 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Moreland Street Historic District
4.8
"Excellent" (4 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
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Popular Rental Amenities in Jamaica Plain

  • Internet (1,510)
  • Air conditioning (1,436)
  • TV (1,431)
  • Kitchen (1,128)
  • No smoking (1,069)
  • Microwave (977)
  • No pets (831)
  • Dishwasher (728)
  • Washer (685)
  • Pool (383)
  • Pet allowed (360)
  • Balcony/Patio (265)

Our search page's filters will help you find the ideal property in Jamaica Plain. In Jamaica Plain, 1,509 properties provide "Internet". Consequently, if you can't imagine a vacation without internet, use the Internet filter to compare these accommodations. You can also look for a vacation rental in Jamaica Plain if you want to sweat it out in a sauna as 17 of the listed properties there provide "Sauna."

Price and Availability Index in Jamaica Plain

Vacation Rental Price Information in Jamaica Plain

This graph displays the average prices for the next twelve months in Jamaica Plain. The week with the highest average prices is in December (12/2 - 12/9). During this week, a night will cost on average $1,046. The week with the lowest average prices is in January (1/27 - 2/3).

Rental Availability Information in Jamaica Plain

This graph shows the vacation rental availability rate for the next twelve months. It is harder to find an accommodation during a week of April (4/15 - 4/22), as 47% of the rentals are booked. On the other hand, the week with the most available offers is in September (9/16 - 9/23).

The Weather in Jamaica Plain

max.
Min.
37°
25°
15 days 15
max.
Min.
39°
23°
15 days 15
max.
Min.
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

Check out the climate diagram for Jamaica Plain. On average, the warmest month is July. On the other hand, you could have temperatures dropping under 23° in February. The rainiest month is December while the driest month is August.

7-Day Weather Forecast in Jamaica Plain

Mon, 27 Mar
50°
41°

90%

4 h

7 mi/h

Tue, 28 Mar
46°
39°

90%

2 h

8 mi/h

Wed, 29 Mar
48°
37°

0%

8 h

11 mi/h

Thu, 30 Mar
44°
39°

0%

7 h

13 mi/h

Fri, 31 Mar
50°
33°

0%

4 h

11 mi/h

Sat, 1 Apr
53°
46°

90%

1 h

13 mi/h

Sun, 2 Apr
46°
39°

15%

5 h

13 mi/h

Accommodations for your vacation in Jamaica Plain

Vacationers who are searching for apartment rental in Jamaica Plain have many alternatives, as they are the most typical accommodation type in this destination. Additionally, the standard size of apartment rental in Jamaica Plain is 78 m² with a median price of $418 a night. Furthermore, if you are going in a group of 3, apartment rental are a great accommodation type in Jamaica Plain, as they usually welcome this exact group size. You can also consider other property types in Jamaica Plain. House rental are, for example, another typical property type in this destination, with 114 offers to compare. The average size of house rental in Jamaica Plain is 78 m², and the average price is $674 a night.
What are the best places to discover the arts and culture of Jamaica Plain?

Gardens with history

In addition to major attractions, Boston offers more tranquil places to explore. At Forest Hills Cemetery, you can wander through a stunning sculpture garden and visit the graves of world-famous personalities such as E.E. Cummings, Anne Sexton, and suffragette Alice Stone Blackwell. Don't miss the Firemen's Memorial by celebrated sculptor John Wilson.

Where are the unique attractions in Jamaica Plain?

Relax in the city center's natural habitat

Jamaica Pond forms the center of Jamaica Plain. Part of a thousand-acre string of parks, the spot is a serene environment in which to pass the time. Go boating on the water and grill your catch on the banks as the sun sets. You'll never be far from the culture and conveniences of Boston.

Information about vacation rentals in Jamaica Plain

💳 Possible discounts up to 37%
🌙 Nightly prices starting at $155
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 363 properties
🏊 Vacation rentals with pools 422 properties

Frequently Asked Questions

What is the average nightly price for a vacation home in Jamaica Plain?

The price of a night's stay in Jamaica Plain starts at $155. If you would like to stay in a apartment rental, the average price is $418 per night. A house rental Jamaica Plain will cost $674 per night on average.

How many vacation rentals are available for booking in Jamaica Plain?

Currently there are 15 vacation rentals available for booking for your next trip.

What amenities are most popular for vacation rentals in Jamaica Plain?

If you're looking to book a vacation rental in Jamaica Plain, others search for accommodation with these amenities: Internet, Air conditioning and TV.

How many vacation homes with pools are in Jamaica Plain?

There are 422 rentals across 5 providers in Jamaica Plain.

Are pets allowed in vacation rentals in Jamaica Plain?

Finding a vacation home in Jamaica Plain that allows dogs is easy, with 363 pet-friendly available.

When is it better to travel to Jamaica Plain?

If booking a vacation rental in Jamaica Plain, consider that rainy season is typically in December or January, with August often being the driest.

We list offers from thousands of providers, including:

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

Vacation Destinations Near Jamaica Plain

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