Jamaica Plain Rentals
From $1023 per night (USD)VRBO
Sunny 4 Bed/2 Bath Victorian Oasis in the City!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this spacious and sunny 4-bedroom, 2-bath Victorian-style apartment in Jamaica Plain, one of Boston’s most li ...
From $1023 per night (USD)VRBO
From $1362 per night (USD)Expedia
The Arbor Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the joys of Boston in this private guest suite in the quiet, tree-lined neighborhood of Jamaica Hills, half a ...
From $1362 per night (USD)Expedia
From $474 per night (USD)VRBO
Charming Tree Top Victorian - Two Bedroom Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your cozy home-away-from-home in the vibrant neighborhood of Jamaica Plain, Boston! This charming 2-bedroom a ...
From $474 per night (USD)VRBO
From $305 per night (USD)Expedia
Maria's JP Rental - Boston Duplex in Popular Jamaica Plain \"JP\" area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Sunny, cozy, and clean family friendly 2 bedroom bi-level apartment in 1860s 2 family house in the Jamaica Plain ('JP') ...
From $305 per night (USD)Expedia
From $276 per night (USD)VRBO
Your cozy home away from home, close to subway and downtown Boston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover this adorable 1-bedroom gem in one of the most vibrant neighborhoods of Boston. This spacious condo features a ...
From $276 per night (USD)VRBO
From $248 per night (USD)VRBO
2BR Apt in Boston close to Hospitals, Fenway Park, Bus, T, Restaurants and WF
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this charming apartment in Boston. This tastefully decorated property features 2 bedrooms. There is an offic ...
From $248 per night (USD)VRBO
From $273 per night (USD)VRBO
Airy 2BR: A Blend of East & West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Airy 2BR retreat blending Victorian charm with Eastern-inspired touches. Enjoy tea or an optional futon setup in the tat ...
From $273 per night (USD)VRBO
From $868 per night (USD)Expedia
City's Hippest Neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This is truly a special place for your Boston visit The House If you are unfamiliar with Boston, a real home with a ...
From $868 per night (USD)Expedia
From $335 per night (USD)VRBO
Beautifully renovated apartment in the trees
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This sun filled, spacious apartment is located very close to public transportation, both the T (metro) and bus to Boston ...
From $335 per night (USD)VRBO
From $428 per night (USD)Expedia
Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NB: For the nights of May 21 - May 26, 2026 only the upstairs unit with kitchen, living room, 1.5 baths, twin beds and l ...
From $428 per night (USD)Expedia
From $600 per night (USD)VRBO
Park-Side Home in Jamaica Plain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Relax with the whole family at this quiet, peaceful park-side home! Overlooking beautiful Franklin Park, with ...
From $600 per night (USD)VRBO
From $882 per night (USD)Expedia
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to a cozy urban oasis in the heart of Jamaica Plain! This beautifully designed home offers the perfect blend of ...
From $882 per night (USD)Expedia
From $165 per night (USD)VRBO
Newly furnished 1 bed, steps to Boston's restaurants, museums, hospitals, Fenway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury building in the heart of Mission Hill. Walk to Longwood Medical, Fenway Park, Boston's spectacular restauarants ...
From $165 per night (USD)VRBO