Family-friendly holiday houses in Dennis
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dennis
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 Dennis family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Dennis
4.79 out of 5 average rating, 139 reviewsWalk2Beach, HotTub, FirePit, PetsOk
12 – 19 Apr
Home in Chatham
4.95 out of 5 average rating, 241 reviewsSlate House - a modern waterfront getaway
4 – 11 Jan
Home in Oak Bluffs
4.93 out of 5 average rating, 169 reviewsSpectacular beach & pool combo; beautiful sunsets!
8 – 15 Mar
Home in Centerville, Barnstable
4.97 out of 5 average rating, 141 reviewsLuxury House 0.25 mi from Craigville Beach
12 – 19 Mar
Apartment in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
7 – 14 Mar
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
25 May – 1 June
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
3 – 10 Nov
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
31 Mar – 7 Apr
Family- and pet-friendly home rentals
Guesthouse in Plymouth
4.79 out of 5 average rating, 184 reviewsA peaceful retreat on Cape Cod Bay
27 Mar – 3 Apr
Home in Dennis
4.98 out of 5 average rating, 247 reviewsShirley's Place - Pet Friendly Sleeps Six!
5 – 12 May
Home in Dennis
4.84 out of 5 average rating, 180 reviewsWalk to Beach! Cape Cod Comfy Home
20 – 27 Apr
Tiny home in Dennis Port
4.81 out of 5 average rating, 437 reviews★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
26 Dec – 2 Jan
Cottage in Dennis
4.93 out of 5 average rating, 193 reviewsWalk to beach - Three bdrm cottage
24 Feb – 3 Mar
Home in Chatham
4.96 out of 5 average rating, 192 reviewsStudio cottage in Chatham Ma.
15 – 22 Feb
Guest suite in Dennis
4.94 out of 5 average rating, 124 reviews*Bass River Victorian Escape* Central A/C*WiFi
9 – 16 Oct
Home in Harwich
4.98 out of 5 average rating, 129 reviews* Game Room, Quiet St, NESN, Central AC, 4bd/2ba
19 – 26 Sept
Family-friendly home rentals with a pool
Home in Middleborough
4.94 out of 5 average rating, 295 reviewsPrivate retreat setting on 4 acres 1
26 Feb – 5 Mar
Condo in Provincetown
4.97 out of 5 average rating, 189 reviewsP-Town Beach Beauty on the Bay. Water View!
28 Nov – 5 Dec
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
18 – 25 Sept
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
10 – 17 Mar
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
7 – 14 Oct
Apartment in Hyannis
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
3 – 10 June
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19 – 26 Dec
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
4 – 11 June
Quick stats about accommodation & holiday rentals that are family-friendly in Dennis
Total rentals
1.2K properties
Rentals with dedicated workspaces
390 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
270 properties allow pets
Total number of reviews
27K reviews
Nightly prices starting at
$61 AUD before taxes and fees
Destinations to explore
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