
Vacation rentals in Brookline
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Top-rated vacation rentals in Brookline
Guests agree: these stays 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

Brookline Carriage House, Longwood, Fresh Eggs!

Cozy 1B1B in the heart of JP

A Brookline Sanctuary

â‘ min>Coolidge | King Bed|Full Kitchen|Laundry

Brookline Brighton Allston private studio Parking

Sunny 1BR w views, close to BC and Boston

Airy 2BR: A Blend of East & West

Sunlit Brookline Victorian.
Quick stats about vacation rentals in Brookline
Total rentals
1.1K properties
Total number of reviews
44K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
530 properties have a dedicated workspace
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 1,810 vacation rentals in Chestnut Hill, over 4,480 vacation rentals in Jamaica Plain, over 1,810 vacation rentals in North Brookline, over 1,810 vacation rentals in Longwood, and over 3,830 vacation rentals in Brighton.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 530 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 260 vacation rentals for guests traveling with pets.
Do apartment rentals in Brookline have air conditioning?
Absolutely! We offer over 470 apartment 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 20 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 80 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
Do private suite rentals in Brookline have wireless internet?
Absolutely! We offer over 20 private suite rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Brookline?
Brookline has more than 50 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Brookline have a gym?
Absolutely! We offer over 20 house rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in bed and breakfast rentals in Brookline?
Experience the best of Brookline with our bed and breakfast rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Boston Vacation rentals
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- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Rentals with a washer and dryer Brookline
- Fitness-friendly rentals Brookline
- Rentals with pools Brookline
- Rentals with breakfast Brookline
- Rentals with a fire pit Brookline
- Rentals with a patio Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Rentals with outdoor seating Brookline
- Condo rentals Brookline
- Loft rentals Brookline
- Pet-friendly rentals Brookline
- Apartment rentals Brookline
- Bed and breakfasts Brookline
- Kid-friendly rentals Brookline
- Rentals with a hot tub Brookline
- Rentals with an EV charger Brookline
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- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- New England Aquarium
- North Hampton Beach
- Faneuil Hall Marketplace
- Good Harbor Beach
- Crane Beach
- Freedom Trail
- Canobie Lake Park
- Oakland Beach
- MIT Museum
- Prudential Center
- Onset Beach
- Museum of Fine Arts, Boston
- Roger Williams Park Zoo
- Quincy Market
- Bunker Hill Monument
- Things to do Brookline
- Things to do Norfolk County
- Tours Norfolk County
- Food and drink Norfolk County
- Sightseeing Norfolk County
- Art and culture Norfolk County
- Things to do Massachusetts
- Sports activities Massachusetts
- Sightseeing Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes