Family-friendly holiday 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.
Holiday 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, 241 reviewsSlate House - a modern waterfront getaway
18–25 Feb
Home in Dennis
4.79 out of 5 average rating, 139 reviewsWalk2Beach, HotTub, FirePit, PetsOk
26 Jan – 2 Feb
Home in Centerville, Barnstable
4.97 out of 5 average rating, 141 reviewsLuxury House 0.25 mi from Craigville Beach
27 Feb – 6 Mar
Apartment in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
12–19 Apr
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
27 Sept – 4 Oct
Home in Plymouth
4.85 out of 5 average rating, 67 reviewsAmazing ocean front 3 bedroom
4–11 Mar
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
25 May – 1 Jun
Home in Eastham
4.99 out of 5 average rating, 77 reviewsThe Penney House Retreat
14–21 Dec
Family- and pet-friendly home rentals
Guest house in Plymouth
4.79 out of 5 average rating, 184 reviewsA peaceful retreat on Cape Cod Bay
14–21 Jan
Home in Brewster
4.86 out of 5 average rating, 119 reviewsSun filled single level retreat, outdoor shower
14–21 Nov
Cottage in Chatham
4.9 out of 5 average rating, 128 reviewsForbes, a South Chatham cottage
16–23 Nov
Home in Brewster
4.81 out of 5 average rating, 115 reviewsFunky, Woodsy House near Nickerson - Dog Friendly!
19–26 Dec
Home in Harwich
4.98 out of 5 average rating, 129 reviews* Game Room, Quiet St, NESN, Central AC, 4bd/2ba
19–26 Sept
Home in Dennis
4.98 out of 5 average rating, 247 reviewsShirley's Place - Pet Friendly Sleeps Six!
5–12 May
Cottage in Sandwich
4.88 out of 5 average rating, 305 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
13–20 Apr
Guest house in Wellfleet
4.97 out of 5 average rating, 180 reviewsAbundant Blessings Cottage-Wellfleet
28 Feb – 7 Mar
Family-friendly home rentals with a pool
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
10–17 Mar
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
7–14 Oct
Guest house in Hyannis
4.86 out of 5 average rating, 44 reviews2 bdrm unit, stairs 4 nights min, pool, no meals
13–20 Dec
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
4–11 Jun
Apartment in North Truro
4.56 out of 5 average rating, 87 reviewsResort Style Studio Condominium W/Pool, Wifi & A/C
28 Oct – 4 Nov
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
8–15 Jan
Flat in Falmouth
4.81 out of 5 average rating, 128 reviewsQuaint North Falmouth near Old Silver Beach
4–11 Jun
Quick stats about holiday 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
£56 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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