Kid-friendly holiday rentals in Chatham
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Chatham
Guests agree: these family-friendly rentals 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 Chatham family-friendly rentals
Kid-friendly house rentals
Home in Chatham
4.82 out of 5 average rating, 135 reviewsDelightful Chatham Cottage, Cheerful and Clean
8–15 Jun
Home in Chatham
4.91 out of 5 average rating, 138 reviewsElbow Inn,Vaulted Ceilings at a Farmhouse-Style
21–28 May
Home in Harwich
4.98 out of 5 average rating, 495 reviewscape cod riverview cottage
8–15 Oct
Home in North Truro
4.98 out of 5 average rating, 265 reviewsBeautiful North Truro cottage with screen porch
26 Apr – 3 May
Home in Harwich
5.0 out of 5 average rating, 183 reviewsHarwich Retreat on Cape Cod - Relax or explore!
28 Feb – 7 Mar
Home in Harwich
4.88 out of 5 average rating, 113 reviewsCape Cod Retreat close to bike path
11–18 Jan
Home in Chatham
4.81 out of 5 average rating, 54 reviewsWalk to beach! Chatham Luxury near downtown, CBI!
14–21 Dec
Home in Chatham
4.94 out of 5 average rating, 17 reviewsChatham Beach Cottage 2BR - 5 min walk to beach
24–31 May
Family-friendly apartment rentals
Flat in Chatham
4.97 out of 5 average rating, 235 reviewsThe Knoll
6–13 Oct
Flat in Harwich
4.9 out of 5 average rating, 263 reviewsThe Secret Garden
2–9 Oct
Flat in Chatham
4.93 out of 5 average rating, 203 reviewsCharming Downtown Chatham Apartment
20–27 May
Flat in Falmouth
4.98 out of 5 average rating, 118 reviewsModern Luxury Apt. | 7 min from Commons
25 Oct – 1 Nov
Flat in Harwich
4.98 out of 5 average rating, 167 reviewsCozy Apartment in Downtown Harwich Port
11–18 Feb
Flat in Wellfleet
4.81 out of 5 average rating, 299 reviews“Beach Plum Apartment” w/ Sunny Deck in Wellfleet
17–24 Sept
Flat in South Orleans
4.92 out of 5 average rating, 123 reviewsWalk to private beach, spacious peaceful apartment
13–20 Oct
Flat in Eastham
4.95 out of 5 average rating, 206 reviewsNational Seashore Escape
9–14 Sept
Family-friendly apartment rentals
Apartment in Chatham
4.96 out of 5 average rating, 279 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
24–31 Dec
Apartment in Dennis
4.84 out of 5 average rating, 166 reviewsThe 5 minute walk to beach Super Cute Beach Condo
13–20 Oct
Apartment in Dennis
4.99 out of 5 average rating, 172 reviewsStudio, 300 yards to Glendon Beach; Seahorse#2
12–19 Oct
Apartment in Brewster
4.87 out of 5 average rating, 164 reviewsShining Sea Condo
15–22 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 Nov
Apartment in Dennis
4.94 out of 5 average rating, 123 reviewsCharming Condo, Short Walk to Beach
3–10 Nov
Apartment in Mashpee
4.97 out of 5 average rating, 101 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
8–15 Feb
Apartment in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
29 Dec – 5 Jan
Quick stats about holiday rentals that are kid-friendly in Chatham
Total rentals
120 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
4K reviews
Nightly prices starting at
£48 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Family-friendly rentals United States
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- Family-friendly rentals Cape Cod
- Family-friendly rentals Martha's Vineyard
- Family-friendly rentals Massachusetts
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