Brookline vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Brookline
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Brookline vacation rentals
Other great vacation rentals in Brookline
Guest suite in Winchester
Warm and cozy 1st flr sweet guest suite w parking
Home in Jamaica Central - South Sumner
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Condo in Jamaica Central - South Sumner
Historic JP Brownstone with Parking. Pets Welcome!
Rental unit in Jamaica Plain
Artistic charm in hip J.P.
Rental unit in Newtonville
Convenience Penthouse Suite W/Parking in Newton
Rental unit in West Newton
Sunny apartment in gracious Victorian
Home in Hyde Park
~*30min to Downtown*~ THE COSMOPOLITAN
Guest suite in Dorchester
Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
Other great vacation rentals in Brookline
Rental unit in Newton
Entire Apartment in Newton, Close to Boston!
Rental unit in Allston
Spacious 1-BR Apartment - Near Harvard/MIT/MBTA
Rental unit in Cambridge
Picture-perfect Cambridge guest apartment, parking
Rental unit in Fenway - Kenmore
Studio-Brigham Circle Longwood/HMS/BI/Dana Farber
Rental unit in Watertown
Private studio close to Boston and Harvard square
Guesthouse in Newton
Charming 2-story private Guesthouse
Guesthouse in West Roxbury
Country Cottage in the City
Guest suite in Brighton
2 Bedroom guest suite in Brighton w/private bath
Quick stats about vacation rentals in Brookline
Total rentals
990 properties
Rentals with dedicated workspaces
450 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
350 properties are a good fit for families
Total number of reviews
37K reviews
Frequently Asked Questions
Where should I stay in Brookline?
Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,740 vacation rentals in Chestnut Hill, over 3,570 vacation rentals in Brighton, and over 4,400 vacation rentals in Jamaica Plain.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 450 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Brookline?
Four-legged friends are welcome in Brookline. Choose from more than 240 vacation rentals for guests traveling with pets.
Do hotel rentals in Brookline have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brookline have a bbq area?
Absolutely! We offer over 30 apartment rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there Brookline apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
Do bed and breakfast rentals in Brookline have wireless internet?
Absolutely! We offer over 30 bed and breakfast rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Brookline?
Brookline has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do boutique hotel rentals in Brookline have a gym?
Absolutely! We offer over 10 boutique hotel rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Brookline?
Experience the best of Brookline with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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