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
Rental unit in Newtonville
Convenience Penthouse Suite W/Parking in Newton
Home in Jamaica Central - South Sumner
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Rental unit in Brighton
Executive Garden Apartment
Condo in Jamaica Central - South Sumner
Historic JP Brownstone with Parking. Pets Welcome!
Guest suite in Watertown
Private 1BR Pied-a-terre
Rental unit in Jamaica Plain
Private & serene getaway in beautiful JP
Rental unit in Newton
Sunny apartment in gracious Victorian
Rental unit in Newton Centre
Newton Decorator's Guest Suite
Other great vacation rentals in Brookline
Guest suite in Newton
Private 1 Bedroom suite In West Newton
Rental unit in Coolidge Corner
★Location ★ Walk to Subway ★ One free parking spot
Rental unit in Fenway - Kenmore
Cozy Apartment - BU / Fenway / Longwood Medical
Guest suite in Wellesley
Spacious Private Entrance Master Bedroom/Bath
Guest suite in Dover
Peaceful Country Home, Dover, Ma: Private Entrance
Guesthouse in Newton
Charming 2-story private Guesthouse
Rental unit in Fenway - Kenmore
Studio-Brigham Circle Longwood/HMS/BI/Dana Farber
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.
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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Bed and breakfasts Brookline
- Monthly Rentals Brookline
- Rentals with a patio Brookline
- Rentals with outdoor seating Brookline
- Rentals with a fire pit Brookline
- Condo rentals Brookline
- Fitness-friendly rentals Brookline
- Rentals with breakfast Brookline
- Rentals with pools Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Rentals with a washer and dryer Brookline
- Pet-friendly rentals Brookline
- Loft rentals Brookline
- Rentals with an EV charger Brookline
- Kid-friendly rentals Brookline
- Apartment rentals Brookline
- Rentals with a hot tub Brookline
- 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