Kid-friendly holiday rentals in Dennis
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Top-rated family-friendly rentals in Dennis
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Dennis family-friendly rentals
Kid-friendly house rentals
Home in Brewster
4.95 out of 5 average rating, 140 reviewsBrewster Home on Lower Mill Pond
6–13 Mar
Home in Dennis
4.94 out of 5 average rating, 270 reviewsCape Cod Cottage by the Bay!
27 Dec – 3 Jan
Home in Dennis
4.95 out of 5 average rating, 151 reviewsLakefront House/Private Dock/Year Round Hot Tub/AC
8–15 Feb
Home in Dennis
4.98 out of 5 average rating, 247 reviewsShirley's Place - Pet Friendly Sleeps Six!
29 Nov – 6 Dec
Home in Yarmouth Port
4.99 out of 5 average rating, 103 reviewsHistoric Cape Retreat near Bike & Botanical Trail
6–13 Oct
Home in Dennis, Cape Cod
4.99 out of 5 average rating, 246 reviewsStunning Waterfront! 3bdr/2bth/GasFireplace/kayaks
14–21 Dec
Home in Dennis
4.97 out of 5 average rating, 123 reviewsCape Cod Gathering Place-Stylish & Fully Renovated
24–31 Jan
Home in North Truro
4.98 out of 5 average rating, 265 reviewsBeautiful North Truro cottage with screen porch
12–19 Mar
Family-friendly apartment rentals
Flat in Falmouth
4.98 out of 5 average rating, 119 reviewsModern Luxury Apt. | 7 min from Commons
14–19 Oct
Flat in Wellfleet
4.81 out of 5 average rating, 299 reviews“Beach Plum Apartment” w/ Sunny Deck in Wellfleet
15–22 Jan
Flat in Yarmouth
4.85 out of 5 average rating, 120 reviewsCozy clean walk out studio-dogs stay free-fire pit
14–21 Jun
Flat in Eastham
4.95 out of 5 average rating, 206 reviewsNational Seashore Escape
9–14 Sep
Flat in South Orleans
4.92 out of 5 average rating, 123 reviewsWalk to private beach, spacious peaceful apartment
4–11 Feb
Flat in Brewster
4.95 out of 5 average rating, 144 reviewsSophisticated, Private Cape Cod living
28 Oct – 4 Nov
Flat in Harwich
4.9 out of 5 average rating, 263 reviewsThe Secret Garden
15–22 Apr
Flat in Falmouth
4.95 out of 5 average rating, 239 reviewsUpscale suite w/ separate entrance.
25 Oct – 1 Nov
Family-friendly apartment rentals
Apartment in Dennis
4.94 out of 5 average rating, 123 reviewsCharming Condo, Short Walk to Beach
5–12 Apr
Apartment in Chatham
4.96 out of 5 average rating, 279 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
6–13 Dec
Apartment in Brewster
4.97 out of 5 average rating, 158 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
20–27 Oct
Apartment in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
25 Apr – 2 May
Apartment in Mashpee
4.97 out of 5 average rating, 101 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
9–16 Jun
Apartment in Provincetown
4.93 out of 5 average rating, 108 reviewsWestend Waterfront Luxury Condo-Provincetown
11–18 Nov
Apartment in Provincetown
4.89 out of 5 average rating, 304 reviewsPROVINCETOWN STUDIO GEM
24–31 Oct
Apartment in Provincetown
4.94 out of 5 average rating, 113 reviewsALL ABOUT LOCATION INCLUDING PARKING!
7–14 Oct
Quick stats about holiday rentals that are kid-friendly in Dennis
Total rentals
290 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
260 properties are a good fit for families
Total number of reviews
14T reviews
Nightly prices starting at
₹4,170 before taxes and fees
Destinations to explore
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