
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.

Best House Cambridge/Somerville
spacious 1900's mansard Victorian. Bright cheerie & centrally located if you're looking for a pad in Cambridge/Somerville. A 10-12minute walk to Harvard Square & close to the Red Line. Great kitchen, living room & /cablewifi. Three bedrooms--one with a European Queen Bed, one double bed & one single. There is one full bathroom w/a large glass shower & a claw foot tub. There is a half bath on the first floor. There is a front porch to sit & sip wine on & a back deck where you can grill & eat out on. I've been living here 12 years--Its tastefully appointed, eclectic finds & a mid century modern touch--absolutely the best equipted kitchen. I've been a chef in Boston & Cambridge for quite some time!

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.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

1 New HUGE Home Boston Harvard MIT Covered Parking
TOP 5%🏆in ALL of BOSTON! Over 110+ 5-Star⭐️ Reviews! Here’s why: Just steps (only 0.17 miles) to the Union Station Green Line, access to Harvard + Boston, yet tucked in a neighborhood. A cozy modern + VERY spacious split home in Somerville MA. 1 FREE covered parking space included. Access to all 3 floors + the basement poker room + games! All the space/amenities you could ask for! NEED MORE SPACE/DATES? Message about 3 other homes/close location ALL TOP 🏆 5% & our Downtown Boston homes!

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.

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!

Beaut private close univ+hospital
Serene+relaxing environment. Yoga lovers-In sunny days LR first to be filled with sunlight. DR next then Kitchen. I find relaxing to do dishes with natural light. BR some sun in the afternoon, next house 6-7 ft away. BR is conductive to relax getting up to a sunny house (in a sunny day). Love my yard, you're welcome :) **1 night and 2 nights reservat.-flat rate $250/night plus $60 cleaning-msg me to adjust price Guests w/o reviews will need a sec.deposit $1000 to be held by AirBnB

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.

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.

Pretzel Factory Loft w/Peloton
Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!
Popular amenities for Brookline house rentals
House rentals with a pool

Private heated Pool *Easy Boston Access! STR-25-22

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Free Parking Close to All Major Boston Attractions

Spacious vacation unit in premium suburban town

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

City's Hippest Neighborhood!

Park-Side Home in Jamaica Plain

Charming Boston Single Fam Home Near Commuter Rail

Stylish 2-bedroom JP Pondside Pad

Private single-family house

Bright & Spacious Boston (Firepit & Free Parking)

Boston Buccaneer Retreat

Home in Boston/Milton
Private house rentals

Brand New 4BR 2.5Bath House 20Min Downtown Boston

Entire Unit Near Boston + Cambridge | Free Parking

New modern 2bd condo: free parking/near train

House on the Hill

Upscale Boston 2 BR w/ Off Street Parking

Elegant Chestnut Hill Home | 30 Min to FIFA 2026

Spacious, Grand Coolidge Corner Brookline Home

Beautiful appartement - quiet location - downtown
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 AUD | $142 AUD | $148 AUD | $192 AUD | $189 AUD | $182 AUD | $197 AUD | $203 AUD | $182 AUD | $177 AUD | $177 AUD | $170 AUD |
| 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 $43 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
230 of Brookline holiday rentals include Wi-Fi 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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