Jamaica Plain, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Jamaica Plain, Massachusetts on RentalSaver.com!

Jamaica Plain Rentals

From $292 per night (USD)
VRBO
Boston's Jamaica Plain 2 bdrm w/ central air, parking, laundry, BBQ, & WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A 2 bedroom apartment with all the amenities you need, including central air conditioning and heating, gated parking, la ...
From $292 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Boston Children’s, Beth Israel, Dana F, Brigham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy and bright furnished one bedroom is located in Brookline, is a walking distance from Longwood Medical Area, wh ...
From $160 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Skylit Suite in Musical home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Lofty top floor with skylights. This guest suite has a queen bed, bathroom with shower and skylight, and its own entranc ...
From $325 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Leafy & Tranquil, Artist House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Call it home! Enjoy this spacious two-bedroom apartment on a tranquil side street of Jamaica Plain. Apartment is furnish ...
From $317 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Upscale Unit 3 at Perrin Place
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated apartment features all modern amenities. Open concept living at its finest. Three adequately size ...
From $383 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Renovated 2nd-Floor Home |
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
 **Renovated 2nd-Floor Home | 5 Beds | Roslindale Village | High-Speed Internet | In-Unit Laundry** ...
From $434 per night (USD)
Expedia
From $165 per night (USD)
VRBO
3 Bed 1.5 Bath - Longwood Medical Area / NEU
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Amazing 3 Bedroom apartment just 10 mins walk to hospitals (Boston Children’s Hospital, Danna-Farber Cancer Institute, B ...
From $165 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Rare Find in Boston's Hippest Neighborhood
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This is truly a special place for your Boston visit You have the opportunity to stay in a wonderful 19th century house ...
From $822 per night (USD)
Expedia
From $618 per night (USD)
VRBO
Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern twist on a historic 1860 Penthouse Triplex! Open Concept 3 levels of living! 2 decks including a roof top with ci ...
From $618 per night (USD)
VRBO
From $422 per night (USD)
VRBO
SUNNY!! ***BOOK NOW!*** FABULOUS! ** UbEr Cool** Minutes to Center!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
** WELCOME *** **EXCELLENT SUNNY ***HOME AWAY!** Super value on this very nice, comfortable, Design Inspired, His ...
From $422 per night (USD)
VRBO
From $103 per night (USD)
VRBO
Elegant Brookline Studio w/ Gym & W/D, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Brookline with this beautiful studio Blueground apartment. You’ll love coming h ...
From $103 per night (USD)
VRBO
From $114 per night (USD)
VRBO
Spacious 2 bedroom apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Safe, diverse and friendly community, close to downtown, shopping and public transportation. The unit is easily accessib ...
From $114 per night (USD)
VRBO
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VRBO
Roslindale 3 bedroom 2000 sq ft home with free parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have fun at this comfy single family home offering your own private oasis in the heart of Roslindale village and only 15 ...
Click For Pricing
VRBO
From $620 per night (USD)
VRBO
Uber Cool! Modern City Triplex +Close to center
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
One of the "Most Loved Properties" in Boston! As rated by travelers. Modern twist on a historic 1860 Penthouse Tripl ...
From $620 per night (USD)
VRBO
From $643 per night (USD)
VRBO
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT! -4 BEDROOMS (SLEEPS UP TO 8) -2 FULL BATHROOMS -LARGE RENOV ...
From $643 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Newly renovated pet friendly apt by parks and train!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stunning and luxurious new renovation in a gorgeous historic Boston home located across the street from a great park, of ...
From $190 per night (USD)
Expedia
From $771 per night (USD)
VRBO
AMAZING High Ceiling 3 BED / 2 BATH Water view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our modern 3 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $771 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Huge 2 bed, 2 bath new apartment with private terrace!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Huge, open living concept with two bedrooms with king beds and two full bathrooms. Private terrace, gym, parking availa ...
From $195 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Sweet House with yard at prime location
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Stunning sweet home, thoughtfully designed, equipped with best-in-class appliances, located in a beautiful quiet and saf ...
From $326 per night (USD)
VRBO
From $173 per night (USD)
VRBO
0.5mile to Boston Children’s, Brigham, Dana F, BI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy and bright, furnished high first-floor one bedroom features hardwood floors, ladder desk, a pillow top full-si ...
From $173 per night (USD)
VRBO
From $451 per night (USD)
VRBO
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 $451 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Victorian house, clean comfortable and well located
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Five minutes walking distance to the subway station. A newly renovated victorian home which is located in a very diverse ...
From $508 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
** WELCOME To the Fort Hill Inn, Boston!*** **EXCELLENT SUNNY ***HOME AWAY!** Excellent Boston Location. 1.5 miles ...
From $200 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Terrific vacation house only 4.5 miles away from downtown Boston
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The house is located in a nice tree line st with very light traffic . Very quiet and safe neighborhood. A lot of Boston ...
From $528 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious Egleston Sq 2 Bedroom (Dog Friendly)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With a flexible layout that's great for families or small groups, this spacious 2 bd apartment is a short drive into Bos ...
Click For Pricing
VRBO
From $126 per night (USD)
VRBO
Charming 2 level apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
This is the right spot to explore Boston. This is an entire 1 Bedroom 1.5 Bathroom apartment. Located in Roxbury/Fort Hi ...
From $126 per night (USD)
VRBO
$Lovely two bedroom Apartment on a two floor unit.\n$
From $172 per night (USD)
VRBO
Lovely two bedroom Apartment on a two floor unit.\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful brand new apartment in a quiet neighborhood with plenty of space for comfortable living. big full quipped kit ...
From $172 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Sun-filled 1 bed, 1 bath in Brookline Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this sun-filled, spacious one-bedroom by Stars of Boston, right in the heart of Brookline Village. Step outsi ...
From $173 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Entire rental unit hosted by Tomasz
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated, spacious & sunny 2 bedroom 1 bathroom apartment. This beautiful home is in a prime Boston location - cl ...
From $337 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Charming Boston Townhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfect for families and friends looking to explore Boston and surrounding areas. This home was built in Dec. 2015 with ...
From $459 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Modern townhome,Boston vacation,2 bath,pkg,deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
A very unique space in the heart of Brookline Village, offering over 2,000 sqft of living space. Located on the second f ...
From $378 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Brookline Village, Public Transport, Longwood Med
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience this sun-filled spacious one bedroom found on the second floor of a Victorian home with Stars of Boston. Fre ...
From $172 per night (USD)
VRBO
From $611 per night (USD)
VRBO
Luxury apartment Boston ma
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our modern 2 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $611 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Boston-Modern Spacious Family Friendly Apartment w/Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Quiet, residential, family friendly neighborhood 6 miles from downtown Boston. A 5 minutes walk to the train or bus that ...
From $299 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Gorgeous Brookline 1 BR w/ Gym, near Shops, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Brookline, with this one bedroom apartment in North Brookline with views over the city. It’ll be ea ...
From $159 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
$Maria's JP Rental - Boston Duplex in Popular Jamaica Plain \JP\ area$
From $231 per night (USD)
VRBO
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 $231 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
**Excellent Sunny** Fully equipped Private Duplex Apartment! One of the many offerings at the "Fort Hill Inn, Boston" ...
From $325 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Upscale Unit 1 at Perrin Place
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a stylish experience at this centrally-located place. This newly renovated two bedroom, two bathroom light filled ...
From $273 per night (USD)
VRBO
From $166 per night (USD)
Expedia
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 $166 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Single family home close to universities and and major hospitals.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to our rare find Single family home, in the heart of Boston.. This 3 bedroom 1.5 bath, features a 4 car privat ...
From $223 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Modern 2 Bedroom Apartment in the Heart of Jamaica Plain, Boston
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our modern 2 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $408 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Modern/Luxury | Steps from Zoo & Golf Course
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Newly renovated luxury 4 bdrm/2 bath apartment on the 3rd floor in Boston. Amenities: - Fully equipped kitchen (Complim ...
From $433 per night (USD)
VRBO
From $169 per night (USD)
Expedia
New building, fully equipped apt, steps to all Boston has to offer!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luxury building in the heart of Mission Hill. Walk to Longwood Medical, Fenway Park, Boston's spectacular restauarants a ...
From $169 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
**Excellent Sunny** Fully equipped Private Duplex Apartment! One of the many offerings at the "Fort Hill Inn, Boston" ...
From $346 per night (USD)
VRBO
From $2199 per night (USD)
Expedia
Budget-Friendly Basement 2BR Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Renovated Basement Apartment | 2 Bedrooms | Roslindale Village | High-Speed Internet | In-Unit Laundry Comfort, Value, a ...
From $2199 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Premium Brookline 1BR w/ Gym, nr Brookline Village T, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Brookline with this spacious one bedroom Blueground apartment. You’ll love comi ...
From $142 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Lovely 2 bedroom condo 5 mins from downtown
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
About this space Enjoy a stylish experience at this centrally-located Other things to note Queen size Air mattress can b ...
From $565 per night (USD)
Expedia
From $338 per night (USD)
VRBO
15 minutes to Fenway Park! Family-sized unit offers free parking.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Relax with the whole family at this peaceful place to stay. This fully renovated first floor unit, offers plenty of spac ...
From $338 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Base rate is for two guests. "Extra guest" charge is $50/night for each guest in addition to the first two. Our sparkli ...
From $339 per night (USD)
Expedia
From $288 per night (USD)
VRBO
5 Bed 3 bath Boston Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
## **Spacious 5BR | 3BA | Renovated 1st-Floor Apartment in Roslindale Village** **1,800 Sq Ft | Full Kitchen | High-Spe ...
From $288 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Stylish Boston Renovation | Near T
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: This cozy home in the Jamaican Plain neighborhood can fit up to 10 guests with its 5 bedrooms, 2.5 bathrooms, a ...
From $444 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Contemporary Farmhouse-Style Retreat | near T
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: This convenient home in the Jamaican Plain neighborhood can fit up to 9 guests with its 4 bedrooms, 2 bathrooms ...
From $383 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Spacious multi-level 4 bed /2bath Apt with Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come stay in this spacious 4 bedroom 2 bath Victorian style home. Full Kitchen w/ Modern Appliances ,work space & High-S ...
From $385 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Beautiful and cozy apartment in the center of Boston.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
2 Train stations, a lot of restaurants and pubs, quiet area and comfortable space. You have your private entrance and p ...
From $137 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Premium Two Queen Room, The Inn at Longwood Medical, Walk to Museums - 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $454 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Premium Two Queen Room, Longwood Inn, Dining, Near Medical Schools
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Close to essential medical facilities and leading academic institutions, our property is conveniently positioned near Ha ...
From $454 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Medical Hub Lodging with Allergy-Free Rooms & Business Center - Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Close to essential medical facilities and leading academic institutions, our property is conveniently positioned near Ha ...
From $454 per night (USD)
VRBO
From $454 per night (USD)
VRBO
2 Comfortable Stays Ideal for Medical Professionals or Students - Near BU
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $454 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Two Queen Room, The Inn at Longwood Medical, Fitness Center, Near Hospitals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 198 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $214 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Two Queen Room, The Inn at Longwood Medical, Parking, Close to HMS - 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $426 per night (USD)
VRBO
From $426 per night (USD)
VRBO
2 Spacious Family Rooms with Modern Amenities Near Top Hospitals - Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $426 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Spacious Premium King Room Near Premier Academic Sites - 1 Mile from HMS
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This listing is for a room within a hotel. ✦ Your room is 160 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $176 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Premium King Room, The Inn at Longwood Medical, Comfortable Stay, Next to HMS
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This listing is for a room within a hotel. ✦ Your room is 160 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $176 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Superior King Room, The Inn at Longwood Medical, Parking, Near Harvard Medical
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 160 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $228 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Charming Room with King Bed in LMA, Perfect for Academic Visits - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 160 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $228 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Spacious Suite with On-Site Dining in Medical Hub - Near Harvard Medical School
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 198 sq. ft, equipped with complimentary toiletries, 42-inch T ...
From $213 per night (USD)
VRBO
Click For Pricing
Expedia
The Haven - 3BR2BA Central & Cozy Retreat/ Near T
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our beautiful 3BR-2BA home nestled in the heart of Jamaica Plain, affectionately known as "JP". As one of Bos ...
Click For Pricing
Expedia
$Sparkling Renovated 3 Bed 2 Bathroom\n\nIn Heart of Historic Brookline Village \n\n$
From $234 per night (USD)
VRBO
Sparkling Renovated 3 Bed 2 Bathroom\n\nIn Heart of Historic Brookline Village \n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
Located in Brookline Village, street. This Home away from Home is ideal for anyone especially traveling nurses with its ...
From $234 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Glamorous Treetop Escape | near T
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Summary: This contemporary home in Jamaica Plain can fit up to 11 guests with its 4 bedrooms and 2 bathrooms. With its a ...
From $374 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Stylish, Comfortable Luxury | Near T
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: This comfortable home in Fort Hill can fit up to 8 guests with its 3 bedrooms and 1.5 bathrooms. Just a short w ...
From $271 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Mid-Century Glam Retreat, 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 ...
From $374 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Clean, Contemporary Escape Near T
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This cozy home in Fort Hill can fit up to 10 guests with its 4 bedrooms, 3 bathrooms, and a short walk to the T ...
From $366 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Glamorous Luxury Apartment, Near T
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: This modern home in Jamaica Plain can fit up to 11 guests with its 4 bedrooms and 2 bathrooms. With its ample a ...
From $367 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Sleek Boston Condo | near South End
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Summary: This cozy home in Fort Hill can fit up to 5 guests with its 1 bedroom, 1 bathroom, and a short walk to the T. W ...
From $181 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Spacious family 5-bedroom with yard and workspaces in historic Brookline
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience the Best of Brookline in Our Historic Home Welcome to our beloved home, where charm meets modern comfort! We ...
From $535 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Bright Brownstone w Terrace+View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated 3-bed, 2.5-bath condo in a charming brownstone offers park views. Enjoy a sleek kitchen, spacious living room ...
From $426 per night (USD)
VRBO
From $282 per night (USD)
Expedia
In-Unit Laundry | Your Family & Friends Space
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy a space where everyone in your group can have a space they can call their own, designed for family time, comfort, ...
From $282 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Spacious Apt with Kitchen in Fenway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: These sleek spaces feature stainless steel appliances, quartz countertops, and ample soft-close cabinetry. Sele ...
From $368 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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 $230 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Boston's Beautiful 2 bedroom in historical Highland Park/Fort Hill neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in the beautiful Highland Park/Fort Hill neighborhood of Boston. Make yourself at home in this fabulous 2-bedroo ...
From $224 per night (USD)
VRBO
From $320 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 $320 per night (USD)
VRBO
From $225 per night (USD)
VRBO
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 $225 per night (USD)
VRBO
From $667 per night (USD)
Expedia
Expansive Essential Triplex | near T
Bedrooms:
5
Bathrooms:
7
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 $667 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Modern Condo Walk-Out Basement Near Train
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stylish 2-Level Condo | Full Kitchen | Outdoor Deck | Walk-Out Basement | In-Unit Laundry Private Retreat in Jamaica Pl ...
From $372 per night (USD)
VRBO
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Expedia
Private Apt with Kitchen & Gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: These sleek spaces feature stainless steel appliances, quartz countertops, and ample soft-close cabinetry. Sele ...
Click For Pricing
Expedia
From $232 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 $232 per night (USD)
VRBO
From $232 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 $232 per night (USD)
Expedia
From $457 per night (USD)
VRBO
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 $457 per night (USD)
VRBO
From $246 per night (USD)
Expedia
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 $246 per night (USD)
Expedia
Click For Pricing
VRBO
Tasteful & Luminous Refuge | Near T
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Impeccably renovated and bathed in natural sunlight, this duplex offers plenty of space for large parties to re ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $366 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 $366 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Spacious 3BR for 10 | Prime Boston Location
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Welcome to your home away from home in Boston! This stylish 3BR, 2BA apartment comfortably sleeps 10 with 6 beds. The en ...
From $447 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Brookline 3BR | Wi-Fi, Grill, Parking, Near T
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Peaceful 3BR retreat near 33 Oakland Rd in Brookline. Walk to the Green Line, top hospitals (Beth Israel, Brigham, Dana- ...
From $362 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Stylish Boston Getaway Near Arboretum & T Station!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Discover the very best of Boston from the comfort & convenience of this upgraded private retreat! Perfectly situated in ...
From $270 per night (USD)
Expedia
From $209 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 $209 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Modern Boston Condo | near T
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: This convenient home in the Jamaican Plain neighborhood can fit up to 10 guests with its 5 bedrooms, 2.5 bathro ...
From $474 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Modern Boston Condo | near T
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: This convenient home in the Jamaican Plain neighborhood can fit up to 10 guests with its 5 bedrooms, 2.5 bathro ...
From $475 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Blueground | North Brookline, washer, nr Beacon St
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Brookline, with this two bedroom apartment in North Brookline. It’ll be easy to simply show up and ...
From $231 per night (USD)
Expedia

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Results: 107 Rentals