Brookline Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Brookline, Massachusetts, USA

Newly furnished 1 bed, 1 bath. Views of the whole city!
Apartment
Newly furnished 1 bed, 1 bath. Views of the whole city!
From US $168 per night
10.0 (9 Reviews)
1 Bedroom 3 Guests
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Furnished Apartment
Apartment
Furnished Apartment
From US $432 per night
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10.0 (1 Review)
4 Bedrooms 8 Guests
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Coolidge Corner Guest House
House
Coolidge Corner Guest House
From US $211 per night
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8.2 (619 Reviews)
1 Bedroom 2 Guests
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Steps to Longwood Medical,MBTA,Boston,shopping,pkg
Apartment
Steps to Longwood Medical,MBTA,Boston,shopping,pkg
From US $246 per night
10.0 (10 Reviews)
2 Bedrooms 6 Guests
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Walk To Restaurants, Shopping, Near Bu And Hosp
Apartment
Walk To Restaurants, Shopping, Near Bu And Hosp
From US $237 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Beacon Inn 1087
House
Beacon Inn 1087
From US $200 per night
8.0 (755 Reviews)
1 Bedroom 2 Guests
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Sunny,spacious, sleeps 4, steps to MBTA,Hospitals.
Apartment
Sunny,spacious, sleeps 4, steps to MBTA,Hospitals.
From US $241 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
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Pvt Room, St Marys, Fenway, Longwood, Green Line
House
Pvt Room, St Marys, Fenway, Longwood, Green Line
From US $217 per night
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9.1 (8 Reviews)
1 Bedroom 2 Guests
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Iris Hotel Boston
Hotel
Iris Hotel Boston
From US $461 per night
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9.4 (395 Reviews)
1 Bedroom 2 Guests
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65inTV:Free Parking:Longwood:King Bed:Full Kitchen
Apartment
65inTV:Free Parking:Longwood:King Bed:Full Kitchen
From US $662 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
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Boston Vacation,longwood Medical,mins To Mbta,pkg
Apartment
Boston Vacation,longwood Medical,mins To Mbta,pkg
From US $211 per night
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9.0 (2 Reviews)
1 Bedroom 4 Guests
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Nice 2bd/1.5ba Next to BU 1949
Apartment
Nice 2bd/1.5ba Next to BU 1949
From US $244 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #15
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #15
From US $299 per night
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8.9 (36 Reviews)
1 Bedroom 2 Guests
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Gorgeous 2BR Next to BU 3178
Apartment
Gorgeous 2BR Next to BU 3178
From US $225 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #14
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #14
From US $299 per night
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8.7 (27 Reviews)
1 Bedroom 2 Guests
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Gorgeous 2BR Next to BU 6467
Apartment
Gorgeous 2BR Next to BU 6467
From US $214 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Sunny,spacious, Sleeps 4, Steps To Mbta,hospitals
Apartment
Sunny,spacious, Sleeps 4, Steps To Mbta,hospitals
From US $135 per night
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8.7 (3 Reviews)
1 Bedroom 4 Guests
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Renovated 2B, In-unit Laundry, Longwood, 1st Flr
Apartment
Renovated 2B, In-unit Laundry, Longwood, 1st Flr
From US $190 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #25
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #25
From US $299 per night
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8.6 (15 Reviews)
1 Bedroom 2 Guests
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Coolidge Cor 1B Near Coolidge Corner & MBTA Acces
Apartment
Coolidge Cor 1B Near Coolidge Corner & MBTA Acces
From US $166 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #21
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #21
From US $299 per night
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8.5 (43 Reviews)
1 Bedroom 2 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #36
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #36
From US $299 per night
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8.4 (44 Reviews)
1 Bedroom 2 Guests
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Brookline Village, Central Air, 2B, Near Longwood
Condo
Brookline Village, Central Air, 2B, Near Longwood
From US $353 per night
9.6 (59 Reviews)
2 Bedrooms 6 Guests
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Large Studio w/Queen AND Sofa Bed.#38
Apartment
Large Studio w/Queen AND Sofa Bed.#38
From US $399 per night
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8.4 (26 Reviews)
1 Bedroom 2 Guests
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Renovated 2Bed, 0.5 mile to Longwood Med Hospitals
Apartment
Renovated 2Bed, 0.5 mile to Longwood Med Hospitals
From US $256 per night
9.6 (39 Reviews)
2 Bedrooms 6 Guests
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Skyrise Two Stories - Centrally Located
Apartment
Skyrise Two Stories - Centrally Located
From US $500 per night
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8.4 (6 Reviews)
4 Bedrooms 12 Guests
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½ mile to Longwood Medical, Renovated, Pub Trans
Apartment
½ mile to Longwood Medical, Renovated, Pub Trans
From US $386 per night
9.4 (48 Reviews)
1 Bedroom 4 Guests
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05mile To Boston Childrens, Brigham, Dana F, Bi
Apartment
05mile To Boston Childrens, Brigham, Dana F, Bi
From US $280 per night
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8.4 (6 Reviews)
1 Bedroom 4 Guests
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Walking to Fenway Sunny Perfect Home
Condo
Walking to Fenway Sunny Perfect Home
From US $356 per night
9.4 (22 Reviews)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #31
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #31
From US $299 per night
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8.3 (29 Reviews)
1 Bedroom 2 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #29
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #29
From US $299 per night
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8.3 (3 Reviews)
1 Bedroom 2 Guests
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Gorgeous 2bd/1.5ba Next to BU 8703
Apartment
Gorgeous 2bd/1.5ba Next to BU 8703
From US $212 per night
9.4 (3 Reviews)
2 Bedrooms 4 Guests
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Boston Childrens, Beth Israel, Dana F, Brigham
Apartment
Boston Childrens, Beth Israel, Dana F, Brigham
From US $160 per night
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8.3 (3 Reviews)
1 Bedroom 4 Guests
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Brookline Village, Public Transport, Longwood Med
Apartment
Brookline Village, Public Transport, Longwood Med
From US $127 per night
9.4 (3 Reviews)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #34
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #34
From US $299 per night
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8.2 (48 Reviews)
1 Bedroom 2 Guests
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Great 1 bed close to Longwd Med, Fenway, parkng
Apartment
Great 1 bed close to Longwd Med, Fenway, parkng
From US $272 per night
9.0 (31 Reviews)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #26
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #26
From US $299 per night
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8.2 (45 Reviews)
1 Bedroom 2 Guests
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0.5mile to Boston Children’s, Brigham, Dana F, BI
Apartment
0.5mile to Boston Children’s, Brigham, Dana F, BI
From US $173 per night
9.0 (12 Reviews)
1 Bedroom 4 Guests
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Near Public Transport, Fenway, BU, Longwood Med
Apartment
Near Public Transport, Fenway, BU, Longwood Med
From US $355 per night
9.0 (2 Reviews)
1 Bedroom 2 Guests
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Beautiful 2bd/1.5ba near BU 3467
Apartment
Beautiful 2bd/1.5ba near BU 3467
From US $237 per night
8.0 (1 Review)
2 Bedrooms 4 Guests
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Boston vacation,Longwood Medical,mins to MBTA,pkg
Apartment
Boston vacation,Longwood Medical,mins to MBTA,pkg
From US $256 per night
7.8 (6 Reviews)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #35
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #35
From US $299 per night
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8.2 (22 Reviews)
1 Bedroom 2 Guests
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Hilton Garden Inn Boston Brookline, MA
Hotel
Hilton Garden Inn Boston Brookline, MA
From US $284 per night
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9.0 (1007 Reviews)
1 Bedroom 2 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #32
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #32
From US $67 per night
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8.2 (8 Reviews)
1 Bedroom 2 Guests
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Homewood Suites by Hilton Boston Brookline-Longwood Medical
Hotel
Homewood Suites by Hilton Boston Brookline-Longwood Medical
From US $293 per night
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9.0 (787 Reviews)
1 Bedroom 2 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #24
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #24
From US $299 per night
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8.0 (35 Reviews)
1 Bedroom 2 Guests
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Courtyard by Marriott Boston Brookline
Hotel
Courtyard by Marriott Boston Brookline
From US $265 per night
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8.6 (1008 Reviews)
1 Bedroom 2 Guests
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Walk To Fenway, Longwood Medical, Large Pvt Room
Apartment
Walk To Fenway, Longwood Medical, Large Pvt Room
From US $58 per night
8.0 (15 Reviews)
1 Bedroom 2 Guests
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Modern Townhome,boston Vacation,2 Bath,pkg,deck
House
Modern Townhome,boston Vacation,2 Bath,pkg,deck
From US $696 per night
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8.0 (6 Reviews)
1 Bedroom 9 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #18
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #18
From US $299 per night
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8.0 (3 Reviews)
1 Bedroom 2 Guests
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New Renovation, Ca, 1st Flr, 3b2ba, In-unit Lau
Apartment
New Renovation, Ca, 1st Flr, 3b2ba, In-unit Lau
From US $195 per night
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8.0 (1 Review)
1 Bedroom 8 Guests
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Cozy 1bed, 1bath In Brookline, Mbta
Apartment
Cozy 1bed, 1bath In Brookline, Mbta
From US $132 per night
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8.0 (1 Review)
1 Bedroom 4 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #22
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #22
From US $61 per night
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7.7 (3 Reviews)
1 Bedroom 2 Guests
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Modern Studio, quick train to Boston.#16
Apartment
Modern Studio, quick train to Boston.#16
From US $299 per night
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7.6 (19 Reviews)
1 Bedroom 2 Guests
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Stylish Studio in Brookline-5min train to Boston. #2
Apartment
Stylish Studio in Brookline-5min train to Boston. #2
From US $299 per night
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7.6 (19 Reviews)
1 Bedroom 2 Guests
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A Stylish Stay w/a Queen Bed, Heated Floors. #11
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #11
From US $299 per night
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7.6 (8 Reviews)
1 Bedroom 2 Guests
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About Brookline Vacation Rentals

Explore over 298 vacation rentals in Brookline with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Brookline for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Brookline. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Brookline tailored to your preferences. On average, these rentals offer 573.3 ft² of space, and are priced at an average of US $340 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Brookline at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Brookline, MA


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Central Village 2,736 Properties
Emerson Gardens 2,305 Properties
High Street Hill 2,264 Properties
Corey Hill 1,943 Properties
Aspinwall Hill 1,818 Properties
North Brookline 1,453 Properties
Coolidge Corner South Side 1,401 Properties
Griggs Park 26 Properties

Frequently Asked Questions About Brookline?

What are the top vacation rentals in Brookline?

How many SunSkiResorts vacation rentals or resorts are available in Brookline?

Discover the ideal vacation rental in Brookline with SunSki Resorts™. We provide an extensive selection of over 298 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Brookline.

Nearby Neighborhood (16)

Neighborhood Property Count
Fenway–Kenmore Vacation Rentals in Boston, Massachusetts 219
Brighton Vacation Rentals in Boston, Massachusetts 87
Cleveland Circle Vacation Rentals in Boston, Massachusetts 71
Jamaica Plain Vacation Rentals in Boston, Massachusetts 50
Commonwealth Vacation Rentals in Boston, Massachusetts 28
Griggs Park Vacation Rentals in Boston, Massachusetts 26
North Brookline Vacation Rentals in Boston, Massachusetts 1453
Medical Center Area Vacation Rentals in Boston, Massachusetts 3410
Coolidge Corner South Side Vacation Rentals in Boston, Massachusetts 1401
Jamaica Hills - Pond Vacation Rentals in Boston, Massachusetts 1246
Mission Hill Vacation Rentals in Boston, Massachusetts 3216
Longwood Vacation Rentals in Boston, Massachusetts 3282
Central Village Vacation Rentals in Boston, Massachusetts 2736
Aspinwall Hill Vacation Rentals in Boston, Massachusetts 1818
High Street Hill Vacation Rentals in Boston, Massachusetts 2264
Corey Hill Vacation Rentals in Boston, Massachusetts 1943

There are 298 Brookline, MA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Brookline