
House holiday rentals in Brookline
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Top-rated house rentals in Brookline
Guests agree: these houses are highly rated for location, cleanliness and more.

The Red Door Carriage House
The Red Door Carriage house is a historic 90 year-old structure that was the carriage house for the original farmhouse (our home) on the property. Located in beautiful West Roxbury Mass., the unit is 3 miles from Fenway (Red Sox), Longwood Medical Center (all of the major hospitals) and 2 miles from Boston College. A 5 minute walk to the West Roxbury commuter rail station (10 minutes to South Station) and all bus lines into Boston, this apartment is a spectacular private and tranquil retreat.

Premium Condo 2B1.5B in Newton 30+ Day Rental Only
Minimum stay is 30 days. This fully furnished 2-3 beds and 2.5 bath duplex condo is ideal for comfortable extended stays. The home offers spacious living areas and flexible sleeping arrangements, suitable for families, professionals, and graduate students seeking stable monthly housing. The upper level includes 2 bedrooms and 1.5 bathrooms, with an additional bedroom and full bath on the lower level available based on occupancy. Utilities and WiFi are included for a convenient long-term stay.

Newly Renovated Lovely 2 bedroom unit - Newton MA
Only a 10 minute drive to the heart of Boston's downtown area and other central Boston colleges and universities. This is a newly renovated 2 bedroom unit with 2 bathrooms on the first floor for parties up to 7 people (convertable couches) in a quiet and peaceful Irish suburban community. Driveway and street parking is always available. About an 11 minute walk to the nearest commuter rail line. Laundry access in the basement. No indoor smoke and no open flames, fines will be issued if caught.

All the comforts of home, quiet city neighborhood
Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Lovely sunny 2 BD home, great area. Free Parking
Beautiful sunny 2 bedroom, bottom unit in 2 family house. A wonderful residential neighborhood just a few houses away from JFK birthplace. Nice tree-lined side street but close to all amenities, shopping etc. There are restaurants, stores and conveniences nearby. Fully equipped and beautifully appointed. A/C units in every room during summer. Parking onsite included. Great location close to public transportation and Boston University, Longwood med center and Fenway and parks nearby.

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
This is a 1st floor private unit nestled in a serene urban enclave. Conveniently surrounded by public transit, shops, and dining options within a 0.6-mile radius. Originally a charming Victorian abode, meticulously renovated in 2016 to seamlessly blend historic elegance with contemporary comforts. Revel in a fully-equipped kitchen, private rear porch, and a tranquil bedroom boasting a plush queen-size bed. Tailored for your short or extended stay needs, with central air for optimal comfort.

~*30min to Downtown*~ THE COSMOPOLITAN
Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Charming South End Farmhouse - Near Northeastern!
Charming 3-bedroom, 2.5-bathroom house located in Boston's vibrant South End! Our cozy and dog-friendly home has a private patio, dining area, a fully equipped kitchen, 1G Fiber wifi and sleeping accommodations for up to 7 guests. Perfect for families or larger groups! Featuring two TV's with streaming and essentials like fresh linens, towels, toiletries, extra pull out trundle couch. Just a short walk from Northeastern University, walkable to Fenway Park and a <5 minute walk to the T!

Spacious Boston Retreat for Families & Groups
Welcome to your spacious and fully furnished 5-bedroom home in Boston—a harmonious blend of classic charm and modern comfort. Spanning over 3,000 square feet, this beautifully restored retreat is perfect for families, groups, and business travelers. Situated just minutes away from top universities, medical centers, and iconic attractions, the home offers convenient amenities such as free parking, fast Wi-Fi, and ample living space for relaxation, work, or exploring the city with ease.

Comfortable house w parking, close to T
The house is conveniently located 15-20 mins from downtown and 25 mins from the airport by taxi. There is a train and bus stations close by and there are lots of restaurants and stores (whole foods has everything) in a walking distance. There is a driveway parking that fits 3 cars. The house offers 7 sleeping places (4 bedrooms) which is perfect for families and groups however there is no living room. Great place to stay with dogs as there is a backyard and lots of walking options.

Getaway in Historic Charlestown
**PLEASE NOTE REGARDING PARKING" Resident sticker parking 8 am to 8 pm Monday thru Friday. Weekends and holidays, no restrictions. The automobile has to be registered in Charlestown to get a parking sticker. The first floor of a three-story wooden framed home, built-in 1875. A totally private space. There is a good-sized living room, a bedroom with a queen size sleigh bed, and a full kitchen. The 'cozy' bathroom was added in 2012. Maximum of TWO people.

3 bed, in unit laundry, central air, parking
Centrally located with easy access to MBTA Green line trolleys, Longwood Medical Hospitals, walk to shops and restaurants. Large living room, formal dining room, 3 good sized bedrooms, in unit laundry, private back porch & central heat/air make this the ideal place to call home. Easy commute to downtown, close to Boston Col and Boston University, Longwood Medical Area, Fenway Park, restaurants & bars. 3BR comfortably sleeps 5.
Popular amenities for house rentals in Brookline
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Summer heated Pool ~Easy Boston Access! STR-25-22

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Explore Boston in style! Dream home (STR-26-3)
Weekly house rentals

Charming Boston Single Fam Home Near Commuter Rail

Private single-family house

Bright & Spacious Boston (Firepit & Free Parking)

Boston Buccaneer Retreat

Historic Home w/ King bd Walk to Everything

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Airy 2BR: A Blend of East & West

Cozy, Spacious Home in the Heart of Cambridge
Private house rentals

City's Hippest Neighborhood!

Beautiful single family house built on a hill

New Lux Boston Stay | Fenway|Longwood|Downtown|Gym

Stylish 2-bedroom JP Pondside Pad

Upscale Boston 2 BR w/ Off Street Parking

Home in Boston/Milton

Elegant Chestnut Hill Retreat Near Boston

Spacious, Grand Coolidge Corner Brookline Home
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $128 SGD | $128 SGD | $133 SGD | $172 SGD | $170 SGD | $163 SGD | $178 SGD | $183 SGD | $163 SGD | $160 SGD | $160 SGD | $153 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about house rentals in Brookline

Total holiday rentals
Explore 230 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 8,830 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
230 of Brookline holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brookline rentals

4.7 Average rating
Brookline stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Brookline’s top spots include Jamaica Pond, Reservoir Station and Boston College Station
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