74+ Rental Villas and Private Getaways in Jamaica Plain |
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Jamaica Plain Villa Rentals

About Jamaica Plain Vacation Rentals

There are more than 74 incredible getaway rentals that are available in Jamaica Plain. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Jamaica Plain.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Jamaica Plain, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Jamaica Plain. Places to stay near Jamaica Plain are 524.29 ftยฒ on average, with prices averaging CA $550 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Jamaica Plain. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Jamaica Plain

Type Count
Holiday Apartments 34
Vacation Homes 21

Use these Quick Filters to Find a Vacation Rental in Jamaica Plain

โ˜… Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Jamaica Plain with BedroomVillas.

Weather in Jamaica Plain, MA

View the weather forecast for Jamaica Plain before booking your Jamaica Plain Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Hyde Square 2,599 Properties
Egleston Square 2,141 Properties
Samuel Adams Brewery 2,085 Properties
Beth Israel Deaconess HealthCare-Jamaica Plain 1,828 Properties
Axiom 1,725 Properties
Jamaica Hills - Pond 1,246 Properties
Faulkner Hospital 763 Properties
Arnold Arboretum 587 Properties

Complexes around Jamaica Plain, MA


Boston Day Rentals 1 Properties

Frequently Asked Questions About Jamaica Plain?

What are the top hotels or resorts in Jamaica Plain?

We provide an array of great vacation destinations in Jamaica Plain. If you are looking to stay in or around the Jamaica Plain area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Jamaica Plain:

Which hotel or resort in Jamaica Plain is best for families?

Searching for a family-friendly getaway in Jamaica Plain? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Jamaica Plain?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 74 in the Jamaica Plain area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Jamaica Plain.โ€ฏ

Nearby Neighborhood (7)โ€ฏ
Neighborhood Property Count
Highland Park Rental Villas and Private Getaways in Boston, Massachusetts 32
Mission Hill Rental Villas and Private Getaways in Boston, Massachusetts 3216
Jamaica Hills - Pond Rental Villas and Private Getaways in Boston, Massachusetts 1246
Hyde Square Rental Villas and Private Getaways in Boston, Massachusetts 2599
Egleston Square Rental Villas and Private Getaways in Boston, Massachusetts 2141
Forest Hills - Woodbourne Rental Villas and Private Getaways in Boston, Massachusetts 624
Brook Farm Rental Villas and Private Getaways in Boston, Massachusetts 176

People Also Ask

Hotels in Jamaica Plain 5 resorts, and 55 rentals

Recently Booked Hotels, Resorts, or Rentals in Jamaica Plain