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 Arlington
4.92 out of 5 average rating, 202 reviewsModern and comfortable studio apartment
Apartment in Cambridge
4.97 out of 5 average rating, 289 reviewsPicture-perfect Cambridge guest apartment, parking
Condo in Boston
4.88 out of 5 average rating, 487 reviewsHistoric JP Brownstone with Parking. Pets Welcome!
Apartment in Newton
4.96 out of 5 average rating, 231 reviewsConvenience Penthouse Suite W/Parking in Newton
Apartment in Newton
4.87 out of 5 average rating, 107 reviewsNewton Decorator's Guest Suite
Apartment in Newton
4.95 out of 5 average rating, 149 reviewsSunny, private, comfortable 1 bedroom-convenient.
Guest suite in Boston
4.96 out of 5 average rating, 204 reviewsUpscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
Apartment in Boston
4.99 out of 5 average rating, 350 reviewsExecutive Garden Apartment
Other great vacation rentals in Brookline
Apartment in Natick
4.98 out of 5 average rating, 334 reviewsScandi-Modern Apartment
Guest suite in Dover
4.97 out of 5 average rating, 191 reviewsPeaceful Country Home, Dover, Ma: Private Entrance
Apartment in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Guest suite in Peabody
4.98 out of 5 average rating, 177 reviewsCozy West Peabody Guest Suite
Guest suite in Boston
4.78 out of 5 average rating, 126 reviews2 Bedroom guest suite in Brighton w/private bath
Guesthouse in Framingham
4.98 out of 5 average rating, 207 reviewsPrivate guest house on beautiful country road
Apartment in Cambridge
4.93 out of 5 average rating, 248 reviewsBright Convenient Apt Harvard / MIT
Apartment in Watertown
4.98 out of 5 average rating, 207 reviewsNEW Modern Apartment Near Boston & Harvard Square.
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 4,400 vacation rentals in Jamaica Plain, over 3,570 vacation rentals in Brighton, and over 1,740 vacation rentals in Chestnut Hill.
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 boutique hotel rentals in Brookline have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brookline have a bbq area?
Absolutely! We offer over 30 house 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 loft rentals in Brookline have wireless internet?
Absolutely! We offer over 30 loft 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 hotel rentals in Brookline have a gym?
Absolutely! We offer over 10 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 boutique hotel rentals in Brookline?
Experience the best of Brookline with our boutique hotel rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Monthly Rentals Brookline
- Bed and breakfasts Brookline
- Rentals with outdoor seating Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Fitness-friendly rentals Brookline
- Condo rentals Brookline
- Rentals with a hot tub Brookline
- Rentals with a fire pit Brookline
- Rentals with breakfast Brookline
- Loft rentals Brookline
- Rentals with pools Brookline
- Pet-friendly rentals Brookline
- Rentals with a patio Brookline
- Kid-friendly rentals Brookline
- Apartment rentals Brookline
- Rentals with an EV charger Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Rentals with a washer and dryer Brookline
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- 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
- 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