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

Roslindale 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 $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 $202 per night (USD)
VRBO
6 Room: 2+ Bedroom: Sunny Quintessential Boston
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience quintessential Boston living in a standard stack two family circa 1920. This penthouse unit (aka 2nd floor), ...
From $202 per night (USD)
VRBO
From $434 per night (USD)
VRBO
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)
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
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VRBO
Modern Style Cozy Private Apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The bedroom is spacious, super comfortable queen sized bed to spend your nights. With added benefit of 55" Roku TV loade ...
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VRBO
From $597 per night (USD)
Expedia
Spacious 2nd fl 4 bedroom 2 bath apartment
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Sit back and relax with family and friends in our spacious, clean 4 bedroom apartment with a king bed, four queens beds ...
From $597 per night (USD)
Expedia
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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 ...
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VRBO
From $293 per night (USD)
VRBO
Cozy and comfortable
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just a 5-minute walk to the subway, this newly renovated two-family Victorian home is located in Jamaica Plain, one of B ...
From $293 per night (USD)
VRBO
From $190 per night (USD)
VRBO
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)
VRBO
From $451 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 $451 per night (USD)
Expedia
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
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Expedia
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This new freshly furnished and stylishly decorated two bedroom suite is located in a centralized section of Boston, in H ...
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Expedia
From $244 per night (USD)
VRBO
Quiet Comfort in Boston - Large 2 Bed Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome! This residence is a recently renovated, 5 room apartment in a 2 family home. Enjoy trendy Roslindale, close to ...
From $244 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
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 $413 per night (USD)
VRBO
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming & Spacious 3-Bedroom Home in Prime Boston Location! Experience the perfect blend of comfort, convenience, and ...
From $413 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
$Maria's JP Rental - Boston Duplex in Popular Jamaica Plain \JP\ area$
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 $433 per night (USD)
Expedia
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)
Expedia
From $2199 per night (USD)
VRBO
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)
VRBO
From $353 per night (USD)
VRBO
In the heart of Jamaica Plain pondside, near restaurants and Longwood Hospitals
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This one bedroom modern apartment with fully equipped kitchen is located in a calm neighborhood next door to excellent r ...
From $353 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Hidden Gem right in the city of Boston!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your upcoming vacation is here! Come and enjoy this lovely, warm, recently renovated apartment with 3 bedrooms and 1 bat ...
From $214 per night (USD)
VRBO
From $338 per night (USD)
Expedia
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)
Expedia
From $339 per night (USD)
VRBO
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)
VRBO
From $288 per night (USD)
Expedia
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)
Expedia
From $444 per night (USD)
VRBO
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)
VRBO
From $383 per night (USD)
Expedia
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)
Expedia
From $388 per night (USD)
VRBO
Renovated Boston Condo | 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 $388 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Modern 2br with W/D in unit, Parking, central air
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a stylish experience at this centrally-located Condo. Tastefully designed and decorated to give a relaxing and com ...
From $202 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Hidden Gem in Boston: Long Term 1 Month + Only
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Beautiful 3 Bedroom apartment in the Boston neighborhood of Hyde Park that borders Jamaica Plain. Located on the Upper F ...
From $132 per night (USD)
VRBO
From $312 per night (USD)
Expedia
*Cozy, Convenient Boston. Indulge, you deserve it*
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Hello, we would be honored to host you! First floor sunny 3 bedroom unit. Owner lives on premises so any concerns/needs ...
From $312 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Boston Duplex w/ Foosball Table: 11 Mi to Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Live like a local in the capital of Massachusetts when you stay at this inviting Boston vacation rental! Located within ...
From $283 per night (USD)
VRBO
$Lovely Studio Apartment\n$
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Expedia
Lovely Studio Apartment\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely cozy studio apartment in the lower level of our single family home. It is a cozy unit suited best for a single pe ...
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Expedia
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VRBO
Beautiful 2BR apartment in historic house. Walkable neighborhood!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated 2 BR / 1BA. Eat in kitchen with washer & dryer. Walk to shops and restaurants one block away on Center ...
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VRBO
From $162 per night (USD)
Expedia
Boston Cozy studio Apt. near Train&Buses ,Parking included
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Best neighborhood in Boston, walking distance to Train and buses , Restaurants, Supermarkets, Gyms, Hospitals, Universit ...
From $162 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 $355 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 $355 per night (USD)
Expedia
From $721 per night (USD)
VRBO
Experience the history of Boston in the most sought after neighborhood.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the history of Boston in a Victorian house in the most sought after neighborhood. Spacious and grand with hi ...
From $721 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Cozy priv apt in antique home on the edge of Boston w public trans Full kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
See the quiet side of Boston in the lovely, very safe, West Roxbury neighborhood, from your oasis with private entrance. ...
From $229 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Charming Victorian Furnished Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
About this space Large Mansard Victorian Home - just 20-25 minutes from downtown Boston, Boston hoods & sights; walk to ...
From $274 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Spacious 3-bedroom apartment in cool Boston with AC, WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this lovely apartment in Boston. With 3 queen beds, a washing machine, AC, heating, WiFi, and an iron, this c ...
From $376 per night (USD)
Expedia
From $374 per night (USD)
VRBO
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)
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 $367 per night (USD)
VRBO
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)
VRBO
From $352 per night (USD)
Expedia
This Apartment is an great aerie in Boston
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This unit is on the second floor of two-family house is situated on a quiet side street in West Roxbury. Just under a mi ...
From $352 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Boston’s Convenient Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $319 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Cozy Boston Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Hello, we would be honored to host you! First floor sunny 3 bedroom unit. Owner lives on premises so any concerns/needs ...
From $438 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Blueground | Jamaica Plain, AC, gym, nr pond
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Boston, with this one bedroom apartment in Forest Hills / Woodbourne. It’ll be easy to simply show ...
From $159 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Charming Boston-Fairmont Hills Apartment
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our cozy Hyde Park apartment, perfectly located near the Fairmont & Hyde Park MBTA lines, YMCA, local library ...
From $320 per night (USD)
Expedia
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 $372 per night (USD)
Expedia
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)
Expedia
From $379 per night (USD)
VRBO
Spacious 4-bedroom apartment with AC, WiFi in phenomenal Boston
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Make yourself at home in this 4-bedroom Boston retreat. This peaceful apartment boasts 2 queen beds, AC, a washing machi ...
From $379 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Apartment 2 Bedrooms Deck Yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious 2 bedroom close to golfing, dining and relaxation. 2 queen beds. Amenities-wi-fi, body soap, shampoo, condition ...
From $210 per night (USD)
VRBO
From $361 per night (USD)
VRBO
558/3 - 3BR Boston - Modern Nest near Franklin Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
13
Discover this enchanting 3-bedroom gem in Boston. Living Room: Relax on the cozy sofa and enjoy your favorite shows on t ...
From $361 per night (USD)
VRBO
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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 ...
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Expedia
From $294 per night (USD)
VRBO
Bright & Spacious Boston Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated and full of charm, this bright 2BR + bonus room apartment in West Roxbury is ideal for couples, friends, ...
From $294 per night (USD)
VRBO
From $366 per night (USD)
Expedia
NEW! Upscale Private 3 Bed, Free Parking, W&D, A.C., Near MBTA, Backyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to your perfect Boston getaway! This stylish and cozy apartment spans the 2nd and 3rd floors, featuring modern ...
From $366 per night (USD)
Expedia
From $426 per night (USD)
VRBO
3-bedroom 2 baths beautiful victorian with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Spacious 3BR/2BA Duplex in Jamaica Plain Enjoy comfort and convenience in this beautifully updated Victorian apartment. ...
From $426 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Modern 3 Bd Oasis, Convenient city living w/ parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Stylish, Modern Stay in Boston – Family-Friendly & Transit Accessible Enjoy a beautifully renovated, modern home in the ...
From $325 per night (USD)
Expedia
From $270 per night (USD)
VRBO
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)
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 $256 per night (USD)
Expedia
Nice 1-bedroom condo in Boston
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this charming condo in Boston. This superb 1-bedroom property offers a peaceful retreat for guests looking to ...
From $256 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Peaceful 2-bedroom condo with AC in charming Roslindale
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience Roslindale like a local in this fabulous 2-bedroom condo. The condo features 2 queen bed, AC, heating, and ba ...
From $210 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Boston Urban Nests U3: Long Term 1 Month + Only
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Boston at this lovely, chic urban apartment. With 2 queen beds, AC, heating, full stocked kitchen, Free Hi-Spe ...
From $132 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Boston Urban Nests U1: Long Term 1 Month + Only
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to this chic urban apartment in Boston. With 2 queen beds, AC, heating, full kitchen free WIFI, in unit Washer ...
From $132 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Boston Urban Nests U2: Long Term 1 Month + Only
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Boston at this lovely, chic urban apartment. With 2 queen beds, AC, heating, full stocked kitchen, Free Hi-Spe ...
From $132 per night (USD)
Expedia
From $1299 per night (USD)
VRBO
Sleek Boston Home | Near T
Bedrooms:
7
Bathrooms:
15
Sleeps:
12
Summary: This cozy home in the Jamaican Plain neighborhood can fit up to 36 guests with its 15 bedrooms, 6.5 bathrooms, ...
From $1299 per night (USD)
VRBO

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Roslindale Rentals

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Results: 71 Rentals