Choose from 71 vacation rentals located in Jamaica Plain, Massachusetts. Top filters in Jamaica Plain include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $68 to $2,500 per night. Our most popular vacation rental types near Jamaica Plain are Hotel and RV.

Top vacation rentals in Jamaica Plain

Mahogany porch in June
4.8
Outstanding(136 Reviews)
Condo
 in Boston
Maria's JP Rental - Boston Duplex in Popular Jamaica Plain \"JP\" area
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Maria's JP Rental - Boston Duplex in Popular Jamaica Plain \"JP\" area, our elegant Condo in Jamaica Plain. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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Living room
4.8
Outstanding(126 Reviews)
Condo
 in Boston
STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT FREE PARKING
8 guests · 4 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Jamaica Plain? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

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Keyless entry door to the right of garage. Off-street parking for 1 or 2 cars.
5.0
Outstanding(107 Reviews)
Condo
 in Jamaica Plain
Airy new apt for 4-6. Off-street parking. Walk to shops\/restaurants\/subway\/bus
8 guests · 1 bedroom · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Jamaica Plain? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Property view
4.3
Excellent(250 Reviews)
Hotel
 in Brookline
3star
Homewood Suites by Hilton Boston Brookline-Longwood Medical
Pool · Kitchen / Kitchenette · Air conditioner

This attractive Hotel in Jamaica Plain, $68 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Vacation rentals with internet & wifi in Jamaica Plain

Your exclusive patio and garden off the deck outside the kitchen.
5.0
Outstanding(73 Reviews)
House
 in Boston
Rare Find in Boston's Hippest Neighborhood
10 guests · 4 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Jamaica Plain? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

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Living area
4.8
Outstanding(33 Reviews)
House
 in Brookline
Modern Town home, great place for Boston vacation,sleeps 9
9 guests · 3 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking to create some memories in Jamaica Plain? Look no further than our House, Modern Town home, great place for Boston vacation,sleeps 9. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Room
4.8
Outstanding(22 Reviews)
Condo
 in Boston
Cozy and comfortable
2 guests · 1 bedroom · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a Condo in Jamaica Plain, this Condo for $149 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Property view
5.0
Outstanding(23 Reviews)
Condo
 in Brookline
88 Boylston Street · Skyrise Two Stories - Centrally Located
12 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This attractive Condo in Jamaica Plain, $249 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Jamaica Plain

Jamaica Plain travel guide

Let us help you plan your perfect Jamaica Plain vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Jamaica Plain, and more.

Frequently asked questions

What is the price range for rentals in Jamaica Plain?

Vacation rentals in Jamaica Plain have a price range between $68-$2,500. The average price for rentals in Jamaica Plain is $243 per night.

What are the top things to do in Jamaica Plain, MA?

Jamaica Plain, MA is a vibrant neighborhood full of exciting activities. Here are some of the top things to do:

  • Visit the Arnold Arboretum
  • Explore the Jamaica Pond
  • Take a stroll through the Emerald Necklace
  • Enjoy a meal at one of the many local restaurants

No matter what you choose to do, Jamaica Plain is a great place to explore and experience the local culture.

What are the most popular vacation rental amenities in Jamaica Plain, MA?

The most popular vacation rental amenities in Jamaica Plain, MA are:

  • Fully-equipped kitchen
  • High-speed internet
  • On-site parking
  • Air conditioning
  • Laundry facilities

Vacation rentals in Jamaica Plain also often have access to outdoor spaces like balconies, patios, and gardens. Additionally, many rentals come with amenities like a hot tub, pool, and fitness center.

Where is Jamaica Plain, MA?

Jamaica Plain, MA is a neighborhood of Boston located in the southwestern part of the city. It is bordered by Roslindale to the northeast, Mission Hill to the northwest, Brookline to the north, the town of West Roxbury to the south, and Hyde Park to the southeast.

What are the best neighborhoods to visit in Jamaica Plain, MA?

The best neighborhoods to visit in Jamaica Plain, MA are:

  • Hyde Square
  • Jackson Square
  • Stoneybrook

These areas offer a variety of attractions, from local restaurants and shops, to parks and historical sites. Jamaica Plain is a great place to explore and experience the culture of Boston.

What are the popular shopping destinations in Jamaica Plain, MA?

Jamaica Plain, MA is home to a variety of popular shopping destinations. Here are just a few:

  • Centre Street - a vibrant shopping area with a variety of restaurants, boutiques, and more.
  • Jamaica Plain Farmers Market - a weekly farmers market with local produce, crafts, and more.
  • Hyde Square - an outdoor shopping area featuring local vendors and specialty shops.

Is Jamaica Plain, MA safe to travel to?

Jamaica Plain, MA is generally considered safe to travel to. Here are some tips for staying safe:

  • Avoid walking alone at night.
  • Be aware of your surroundings.
  • Keep your valuables out of sight.

What is the culture like in Jamaica Plain, MA?

Jamaica Plain, MA is a vibrant and diverse neighborhood located in Boston. It has a unique culture that is influenced by its history, its people, and its location. Here are five aspects of the culture in Jamaica Plain:

  • A strong sense of community and support for local businesses
  • A rich musical and artistic heritage
  • A commitment to social justice and activism
  • A variety of international restaurants and cuisine
  • A commitment to green living and sustainability

Where can I find affordable accommodation in Jamaica Plain, MA?

Jamaica Plain, MA has a variety of affordable accommodation options to suit any budget. Here are a few of the best options:

  • The Verb Hotel: Located in the heart of Jamaica Plain, this hotel offers modern amenities, cozy rooms, and a convenient location.
  • The Inn at Stony Brook: This charming inn offers a peaceful, relaxed atmosphere and comfortable rooms with free Wi-Fi.
  • The Hotel Veritas: This boutique hotel offers a unique experience with luxurious amenities and a convenient location.
  • The Midtown Hotel: This budget-friendly hotel offers comfortable rooms and easy access to public transportation.

How can I get around in Jamaica Plain, MA?

You can get around in Jamaica Plain, MA in the following ways:

  • By car or bike
  • By public transportation such as the MBTA buses and subway
  • By walking or running

What are the must-visit tourist attractions in Jamaica Plain, MA?

Jamaica Plain, MA is a vibrant area of Boston with plenty of attractions to explore. Here are some of the must-visit tourist attractions in Jamaica Plain, MA:

  • The Arnold Arboretum of Harvard University
  • The Jamaica Pond
  • The Emerald Necklace
  • The Minton Stable Community Garden

Whether you're looking for outdoor recreation, cultural attractions, or just a relaxing stroll, Jamaica Plain has something for everyone. There's no better way to experience the city than to explore these must-visit attractions.

What do I need to know before visiting Jamaica Plain, MA?

Jamaica Plain, MA is a vibrant neighborhood in Boston with a lot to offer. Before visiting Jamaica Plain, here are some things to know:

  • Public transportation is the best way to get around, as Jamaica Plain is accessible by train, bus, and trolley.
  • Jamaica Plain has a rich history, and many of the historical sites are open to the public.
  • The neighborhood is home to a variety of restaurants, shops, and entertainment venues.

It's important to be aware of the local laws and customs, and to respect the culture of Jamaica Plain. Be sure to dress appropriately and act respectfully when visiting this vibrant community.

What are the most popular vacation rental amenities in Jamaica Plain?

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

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