Jamaica Plain Rentals
From $387 per night (USD)VRBO
Beautiful, private and tranquil 2 bedroom historic Boston carriage house.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Boston is waiting for you at The Red Door Carriage House, a historic 90 year-old structure that was the carriage house f ...
From $387 per night (USD)VRBO
From $451 per night (USD)Expedia
Cozy Apartment | Near T
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This essential home in Fort Hill can fit up to 6 guests with its 2 bedrooms, 2 bathrooms, and a short walk to t ...
From $451 per night (USD)Expedia
From $1040 per night (USD)VRBO
Cozy Oasis | Near South End
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: This cozy home in Fort Hill can fit up to 16 guests with its 5 bedrooms, 3 bathrooms, and a short walk to the T ...
From $1040 per night (USD)VRBO
From $594 per night (USD)Expedia
Cozy Duplex | Near T
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Summary: This cozy home in South Boston can fit up to 11 guests with its 3 bedrooms, 3 bathrooms, and a short walk to th ...
From $594 per night (USD)Expedia
From $1329 per night (USD)VRBO
Expansive Essential Triplex | near T
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 22
Summary: This essential home in Fort Hill can fit up to 22 guests with its 7 bedrooms, 5 bathrooms, and a short walk to ...
From $1329 per night (USD)VRBO
From $845 per night (USD)Expedia
Essential Boston Home | Near South End
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: This essential home in Fort Hill can fit up to 11 guests with its 4 bedrooms, 2 bathrooms, and a short walk to ...
From $845 per night (USD)Expedia
From $588 per night (USD)VRBO
Brookline Carriage House - Longwood - Fresh Eggs & Historic Charm!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your charming retreat in Brookline! Experience this unique antique carriage house's perfect blend of histori ...
From $588 per night (USD)VRBO
From $530 per night (USD)Expedia
1-bedroom huge condo with full walk out basement with beds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a spacious 1,200 sq. ft. condo featuring a first-floor bedroom and two additional beds in the basement, making i ...
From $530 per night (USD)Expedia
From $923 per night (USD)VRBO
Sleek Boston Home | Near T
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: This cozy home in the Jamaican Plain neighborhood can fit up to 12 guests with its 5 bedrooms, 2.5 bathrooms, a ...
From $923 per night (USD)VRBO
From $422 per night (USD)Expedia
New Luxury Renovation | near T
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: This convenient home in the Jamaican Plain neighborhood can fit up to 12 guests with its 5 bedrooms, 2.5 bathro ...
From $422 per night (USD)Expedia
From $524 per night (USD)VRBO
Beautiful New Renovation | near T
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: This essential home in the Jamaican Plain neighborhood can fit up to 12 guests with its 5 bedrooms, 2.5 bathroo ...
From $524 per night (USD)VRBO
From $628 per night (USD)Expedia
Cozy Boston Condo | Near T
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: This cozy home in the Jamaican Plain neighborhood can fit up to 7 guests with its 3 bedrooms, 2 bathrooms, and ...
From $628 per night (USD)Expedia
From $485 per night (USD)VRBO
Private Apt with Kitchen & Gym-IDL-550
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: These sleek spaces feature stainless steel appliances, quartz countertops, and ample soft-close cabinetry. Sele ...
From $485 per night (USD)VRBO
From $387 per night (USD)Expedia
Single Family House in Residential Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
Single-family house in residential area close to public transportation and Longwood Medical Area and Harvard Medical Sch ...
From $387 per night (USD)Expedia
From $591 per night (USD)VRBO
Luxury 3brm\/1bath Duplex in JP
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This thoughtfully furnished and well designed three bedroom duplex apartment is centrally located in the Jamaica Plain n ...
From $591 per night (USD)VRBO
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Global Luxury Suites Brookline Village
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
Click For PricingExpedia
From $183 per night (USD)VRBO
Home away from Home! Brookline 1BR nr Boston & T station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $183 per night (USD)VRBO
From $223 per night (USD)Expedia
Historic Brookline 2BR w\/ Easy Boston Access, nr T Station & Fenway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $223 per night (USD)Expedia
From $223 per night (USD)VRBO
Stay near Everything! Pristine 2BR w. Dog Park, Gym & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $223 per night (USD)VRBO
From $183 per night (USD)Expedia
nr Boston 1BR Getaway in Brookline Village | Covered Parking & Equipped Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $183 per night (USD)Expedia
Click For PricingVRBO
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to a cozy urban oasis in the heart of Jamaica Plain! This beautifully designed home offers the perfect blend of ...
Click For PricingVRBO
From $1050 per night (USD)Expedia
Charming 2-bedroom apartment in amazing Boston Hospitals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover this brilliant 2-bedroom gem in Boston. This lovely apartment features a cozy living room with 2 sofa beds, per ...
From $1050 per night (USD)Expedia
From $240 per night (USD)VRBO
Charming 1-bedroom apartment in amazing Brookline with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This amazing apartment in Brookline is the perfect cozy retreat for guests. With 1 bedroom featuring a full bed, heating ...
From $240 per night (USD)VRBO
Click For PricingExpedia
Tasteful & Luminous Refuge | Near T
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Summary: Impeccably renovated and bathed in natural sunlight, this duplex offers plenty of space for large parties to re ...
Click For PricingExpedia
Click For PricingVRBO
Trendy Glam Oasis | near T
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: This chic home in Jamaica Plain can fit up to 11 guests with its 4 bedrooms and 2 bathrooms. With its ample ame ...
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From $376 per night (USD)Expedia
Charming 3-bedroom apartment with AC, WiFi in wonderful Brookline
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a welcoming 3-bedroom apartment in Brookline. Unwind in the soothing ambiance of 2 queen beds and 1 full bed. ...
From $376 per night (USD)Expedia
From $357 per night (USD)VRBO
3-bedroom apartment in charming Brookline with AC Floor 1
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming apartment in Brookline is the perfect home base for your trip. With 3 cozy bedrooms including 2 queen beds ...
From $357 per night (USD)VRBO