Family-friendly vacation rentals in Brewster
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Brewster
Guests agree: these family-friendly homes 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 Brewster family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chatham
4.95 out of 5 average rating, 240 reviewsSlate House - a modern waterfront getaway
Apr 4 – 11
Home in Dennis
4.79 out of 5 average rating, 139 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Feb 21 – 28
Home in Centerville, Barnstable
4.97 out of 5 average rating, 141 reviewsLuxury House 0.25 mi from Craigville Beach
Mar 9 – 16
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
Apr 12 – 19
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Sep 27 – Oct 4
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
May 25 – Jun 1
Home in Eastham
4.99 out of 5 average rating, 77 reviewsThe Penney House Retreat
Dec 14 – 21
Apartment in Yarmouth
4.73 out of 5 average rating, 33 reviewsOn Smuggler's Beach Cape Cod
Mar 17 – 24
Family- and pet-friendly home rentals
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 312 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Feb 2 – 9
Home in Chatham
4.96 out of 5 average rating, 192 reviewsStudio cottage in Chatham Ma.
Feb 15 – 22
Guesthouse in Plymouth
4.79 out of 5 average rating, 184 reviewsA peaceful retreat on Cape Cod Bay
Jan 14 – 21
Home in Brewster
4.86 out of 5 average rating, 119 reviewsSun filled single level retreat, outdoor shower
Nov 8 – 15
Home in Truro
4.88 out of 5 average rating, 171 reviewsCape Cod Getaway 2 Bedroom Cozy Home
Nov 18 – 25
Home in Brewster
4.81 out of 5 average rating, 115 reviewsFunky, Woodsy House near Nickerson - Dog Friendly!
Dec 18 – 25
Home in Dennis
4.98 out of 5 average rating, 247 reviewsShirley's Place - Pet Friendly Sleeps Six!
Oct 29 – Nov 5
Home in Harwich
4.98 out of 5 average rating, 129 reviews* Game Room, Quiet St, NESN, Cent AC/ Heat 4bd/2ba
Sep 19 – 26
Family-friendly home rentals with a pool
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Dec 19 – 26
Guesthouse in Hyannis
4.86 out of 5 average rating, 44 reviews2 bdrm unit, stairs 4 nights min, pool, no meals
Dec 13 – 20
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Nov 11 – 18
Condo in North Truro
4.56 out of 5 average rating, 87 reviewsResort Style Studio Condominium W/Pool, Wifi & A/C
Oct 28 – Nov 4
Cottage in Dennis
4.87 out of 5 average rating, 71 reviewsBright and Lovely Cottage With Community Pool
Mar 3 – 10
Villa in Brewster
4.57 out of 5 average rating, 21 reviewsOcean Edge, Presidential Bay Villa Two Bedroom
Feb 7 – 14
Townhouse in Brewster
4.64 out of 5 average rating, 14 reviewsOcean Edge A/C, King Bed, A/C , Gas, Remodel 2020
Oct 7 – 14
Home in Eastham
4.9 out of 5 average rating, 10 reviewsBeautiful Spacious Family Retreat w/ Pool!
Oct 29 – Nov 5
Quick stats about vacation rentals that are family-friendly in Brewster
Total rentals
330 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
120 properties allow pets
Total number of reviews
7.5K reviews
Nightly prices starting at
$70 before taxes and fees
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