Family-friendly holiday rentals in Brookline
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Brookline
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
17–24 Jul
Flat in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
11–18 Nov
Flat in Boston
4.77 out of 5 average rating, 277 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
12–19 Dec
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Sauna Hot Tub EV Charge
2–9 Aug
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
4–11 Nov
Home in Newton
4.75 out of 5 average rating, 52 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
13–20 Mar
Cottage in Westford
4.89 out of 5 average rating, 28 reviewsBeach & pond cottage ! Westford MA and Boston!
15–22 Apr
Flat in Lexington
4.5 out of 5 average rating, 12 reviewsCozy Apartment in Lexington MA
22–29 Mar
Family- and pet-friendly home rentals
Flat in Brookline
4.83 out of 5 average rating, 420 reviews★Location ★ Walk to Subway ★ One free parking spot
30 Jul – 6 Aug
Home in Brookline
4.77 out of 5 average rating, 102 reviewsLovely sunny 2 BD home, great area. Free Parking
23–30 Dec
Flat in Concord
4.94 out of 5 average rating, 207 reviewsBishop Suite - Private suite in historic Concord
28 Feb – 7 Mar
Home in Newton
4.95 out of 5 average rating, 174 reviewsModern, warm & inviting home!
8–15 Dec
Barn in Carlisle
4.84 out of 5 average rating, 512 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
10–17 Feb
Flat in Boston
4.87 out of 5 average rating, 267 reviewsBoston Brownstone
Cabin in Cohasset
4.92 out of 5 average rating, 284 reviewsLionsgate at Cohasset
21–28 Aug
Townhouse in Boston
4.92 out of 5 average rating, 159 reviewsSparkling Condo With Modern Amenities
14–21 Aug
Family-friendly home rentals with a pool
Flat in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
11–18 Jan
Guest suite in Beverly
4.85 out of 5 average rating, 660 reviewsHistoric North Shore, private suite & bathroom
30 Aug – 6 Sep
Villa in Cambridge
4.99 out of 5 average rating, 187 reviewsPhil's Harvard & MIT Home
18–25 Aug
Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach
23–30 Nov
Home in Hull
4.95 out of 5 average rating, 20 reviewsSpacious 3-BR Furnished Beach Home
Quick stats about holiday rentals that are family-friendly in Brookline
Total rentals
350 properties
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
110 properties allow pets
Total number of reviews
11T reviews
Nightly prices starting at
₹2,502 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Montauk Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
- Family-friendly rentals Massachusetts
- Apartment rentals Brookline
- Rentals with pools Brookline
- Monthly Rentals Brookline
- Rentals with a patio Brookline
- Bed and breakfasts Brookline
- Fitness-friendly rentals Brookline
- Rentals with a firepit Brookline
- Rentals with breakfast Brookline
- Loft rentals Brookline
- Rentals with an EV charger Brookline
- Rentals with a hot tub Brookline
- Pet-friendly rentals Brookline
- Family-friendly rentals Brookline
- Rentals with outdoor seating Brookline
- Rentals with a fireplace Brookline
- Private suite rentals Brookline
- Flat rentals Brookline
- Rentals with a washing machine and dryer Brookline
- House rentals Brookline
- Family-friendly rentals Norfolk County
- 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