Vacation rentals in Jamaica Plain - HomeToGo base64Hash Vacation rentals in Jamaica Plain - HomeToGo

Vacation rentals in Jamaica Plain

Find 1,911 available house rentals from 2 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Jamaica Plain

Find your perfect vacation rental in Jamaica Plain from just $83 per night!

Apartment Jamaica Plain
Jun 27 - Jul 4
Free cancellation
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday Apartment with Yard

Jamaica Plain, Boston, Massachusetts, United States
$211
per night
$211
per night
View deal
Apartment Jamaica Plain
Sep 10 - Sep 17
Apartment ∙ 8 guests ∙ 4 bedrooms

Apartment with Terrace | City View

Jamaica Plain, Boston, Massachusetts, United States
$645
per night
Outstanding(41 ratings)
$645
per night
View deal
Condo Jamaica Plain
Jul 5 - Jul 12
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with Terrace & Yard | Good for Workation

Jamaica Plain, Boston, Massachusetts, United States
$427
per night
Outstanding(28 ratings)
$427
per night
View deal
Apartment Jamaica Plain
Mar 24 - Mar 31
Apartment ∙ 2 guests ∙ 4 bedrooms

Rental Apartment with 4 Rooms for 2 Persons

Jamaica Plain, Boston, Massachusetts, United States
$85
per night
$85
per night
View deal
Apartment Jamaica Plain
Feb 19 - Feb 26
Apartment ∙ 5 guests ∙ 2 bedrooms

Holiday Apartment with Barbecue, Yard & Patio | Nature View

Jamaica Plain, Boston, Massachusetts, United States
$212
per night
Outstanding(183 ratings)
$212
per night
View deal
Apartment Jamaica Plain
Mar 24 - Mar 31
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment | City View | Perfect for Remote Work

Jamaica Plain, Boston, Massachusetts, United States
$183
per night
Outstanding(44 ratings)
$183
per night
View deal
Apartment Jamaica Plain
Mar 24 - Mar 31
Apartment ∙ 2 guests ∙ 1 bedroom

Child-friendly holiday apartment with garden & patio | Perfect for remote work

Jamaica Plain, Boston, Massachusetts, United States
$223
per night
Outstanding(46 ratings)
$223
per night
View deal
Apartment Jamaica Plain
Feb 19 - Feb 26
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment | City View

Jamaica Plain, Boston, Massachusetts, United States
$333
per night
Outstanding(47 ratings)
$333
per night
View deal
Condo Jamaica Plain
-33%
Feb 19 - Feb 26
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with 3 Rooms for 6 Persons

Jamaica Plain, Boston, Massachusetts, United States
$315$213
per night
Outstanding(4 ratings)
$315$213
per night
View deal
House Jamaica Plain
Sep 10 - Sep 17
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Garden

Jamaica Plain, Boston, Massachusetts, United States
$544
per night
$544
per night
View deal
Apartment Jamaica Plain
Mar 24 - Mar 31
Apartment ∙ 7 guests ∙ 3 bedrooms

Rental apartment with 3 rooms for 7 persons

Jamaica Plain, Boston, Massachusetts, United States
$264
per night
Outstanding(26 ratings)
$264
per night
View deal
Apartment Jamaica Plain
Mar 24 - Mar 31
Apartment ∙ 14 guests ∙ 4 bedrooms

Family-Oriented Apartment with Patio | Perfect for Remote Work | Pets Are Welcome

Jamaica Plain, Boston, Massachusetts, United States
$356
per night
Excellent(57 ratings)
$356
per night
View deal
Condo Jamaica Plain
Jul 1 - Jul 8
Condo ∙ 4 guests ∙ 2 bedrooms

Pleasant condo with 2 rooms for 4 persons

Jamaica Plain, Boston, Massachusetts, United States
$244
per night
Outstanding(8 ratings)
$244
per night
View deal
Apartment Jamaica Plain
Jun 24 - Jul 1
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment with 1 Room for 4 Persons

Jamaica Plain, Boston, Massachusetts, United States
$124
per night
Excellent(9 ratings)
$124
per night
View deal
Apartment Jamaica Plain
Jun 24 - Jul 1
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday Apartment with Patio | City View

Jamaica Plain, Boston, Massachusetts, United States
$130
per night
Very good(20 ratings)
$130
per night
View deal

Apartments With Balconies or Patios

Condo  Jamaica Plain
Jun 27 - Jul 4
$592
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with Terrace, Barbeque & Yard | Lake View | Suitable for Remote Work

4.8
Outstanding(141 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony/Patio
View deal
Apartment  Jamaica Plain
Aug 2 - Aug 9
$297
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday Apartment with Yard & Terrace | City View

4.6
Excellent(48 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony/Patio
View deal
Apartment  Jamaica Plain
Jun 27 - Jul 4
$372
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday Apartment with Terrace, Barbecue & Yard | Nature View | Perfect for Remote Work

5.0
Outstanding(26 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony/Patio
View deal
See all offers

Best vacation rentals with a balcony

Apartment  Jamaica Plain
Jul 5 - Jul 12
$373
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with 2 Rooms for 4 Persons

5.0
Outstanding(27 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
View deal
Condo  Jamaica Plain
Feb 19 - Feb 26
$216
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with 3 Rooms for 8 Persons

5.0
Outstanding(1 rating)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
View deal
Apartment  Jamaica Plain
Apr 30 - May 7
$295
per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Family-Friendly Wonderful Rental Apartment with Patio | Suitable for Remote Work

5.0
Outstanding(114 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
View deal
See all offers

Best Vacation Home Deals in Jamaica Plain

Save up to 23%

Apartment Jamaica Plain
Jun 27 - Jul 4
-19%
$288
$283
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday Apartment with 3 Rooms for 6 Persons

Jamaica Plain, Boston, Massachusetts, United States
View deal
Apartment Jamaica Plain
Aug 6 - Aug 13
-23%
$329
$87
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Fully Equipped Wonderful Rental Apartment

Jamaica Plain, Boston, Massachusetts, United States
View deal
Apartment Jamaica Plain
Jun 7 - Jun 14
-21%
$277
$200
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Pleasant Rental Apartment with 2 Rooms for 4 Persons

Jamaica Plain, Boston, Massachusetts, United States
View deal

Choose a rental meeting your criteria among the 1,911 unique properties from several partner websites in Jamaica Plain. All of the offers from the different providers are instantaneously compared by the search engine , allowing you to save up to 35%.

Budget-friendly Vacation Rentals in Jamaica Plain

Find Fantastic yet Inexpensive Offers

Condo Jamaica Plain
Feb 19 - Feb 26
$195
per night
Condo ∙ 5 guests ∙ 3 bedrooms

Fully Equipped Beautiful Condo with Garden | City View | Suitable for Remote Work

3.0
(6 ratings)
Jamaica Plain, Boston, Massachusetts, United States
View deal
Apartment Jamaica Plain
Jun 27 - Jul 4
$192
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment with 1 Room for 4 Persons

Jamaica Plain, Boston, Massachusetts, United States
View deal
House Jamaica Plain
Aug 2 - Aug 9
$1,402
per night
House ∙ 14 guests ∙ 7 bedrooms

House with Terrace | City View | Perfect for Remote Work

5.0
Outstanding(88 ratings)
Jamaica Plain, Boston, Massachusetts, United States
View deal

Top-Rated Rentals and Accommodations in Jamaica Plain

Book Vacation Rental Offers with the Highest User Rating

Apartment Jamaica Plain
Jul 12 - Jul 19
$243
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Charming Rental Apartment

4.8
Outstanding(153 ratings)
Jamaica Plain, Boston, Massachusetts, United States
View deal
Apartment Jamaica Plain
Jul 5 - Jul 12
$391
per night
Apartment ∙ 11 guests ∙ 4 bedrooms

Family-Oriented Holiday Apartment | Suitable for Remote Work

4.9
Outstanding(68 ratings)
Jamaica Plain, Boston, Massachusetts, United States
View deal
Condo Jamaica Plain
Dec 3 - Dec 10
-23%
$259
$182
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Nice Condo with 2 Rooms for 4 Persons

4.7
Excellent(9 ratings)
Jamaica Plain, Boston, Massachusetts, United States
View deal

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Popular Rental Amenities in Jamaica Plain

  • Pet-friendly (573)
  • Parking (99)
  • WiFi (1,717)
  • Washing machine (1,002)
  • Microwave (1,059)
  • Pool (389)
  • Fireplace (136)
  • Balcony/patio (348)
  • Dishwasher (607)
  • No smoking (1,553)
  • TV (1,595)
  • Kitchen (1,320)

Finding an accommodation with a pool shouldn't be too hard in Jamaica Plain. More than a fifth of the properties offer pools. Interestingly, our data shows that more hotel room include a pool than apartment rental. In addition, they can welcome 7 people, on average, while apartment rental with pools can welcome an average of 4 people. If you would ideally like to be close to the water, a few of the properties including a pool are located within 2 miles of the waterfront.

Price and Availability Index in Jamaica Plain

Click on any bar to see price and availability information

Vacation Rental Price Information in Jamaica Plain

This graph displays the average prices of vacation rentals and apartments in Jamaica Plain. In September, prices go up to $454 per night (9/20 – 9/27), which is the most expensive time of the year to book a vacation home. The cheapest time to book a vacation rental is in January (1/24 – 1/31).

Rental availability information in Jamaica Plain

This graph shows the availability rate for vacation rentals over the upcoming year. Be careful if you plan to go to Jamaica Plain in December, as it comprises the busiest week of the next 12 months (12/6 – 12/13). Alternatively, 77% of vacation rentals are still available during a week in June (6/28 – 7/5).

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.

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

🏡 Vacation rentals available 1,911 rentals
💳 Possible discounts up to 35%
🌙 Nightly prices starting at $83
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly homes 585 homes
🏊 Vacation rentals with pools 387 homes
290 reviews
Jamaica Plain vacation rentals have an average rating of 4.9/5 on 290 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation rental in Jamaica Plain?

The nightly price of accommodations in Jamaica Plain starts at $83. Nightly prices for apartment rentals are $312 on average. House rentals in Jamaica Plain cost on average $618 per night.

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

Currently there are 1,911 vacation homes from 2 providers in Jamaica Plain.

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

Most travelers search for Pets allowed, Parking, and Internet when booking a vacation rental in Jamaica Plain.

How many vacation homes with a pool are in Jamaica Plain?

There are 387 rentals from 2 providers in Jamaica Plain.

Are pets allowed in vacation rentals in Jamaica Plain?

Yes, there are 585 vacation homes in Jamaica Plain that allow pets and the average nightly cost is $429.

What's the best time of year to travel to Jamaica Plain?

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

Popular vacation destinations in Jamaica Plain

Top Vacation Destinations in Jamaica Plain

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