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
4.96 out of 5 average rating, 101 reviewsThe Osprey Nest - Beach house with stunning views
26 Dec – 2 Jan
Home in Chatham
4.89 out of 5 average rating, 114 reviewsCute cottage walking distance to Ridgevale Beach
4–11 Jan
Home in Chatham
4.96 out of 5 average rating, 116 reviewsSummerfell Cottage close to Ridgevale Beach
12–19 Sep
Home in Harwich
4.98 out of 5 average rating, 495 reviewscape cod riverview cottage
15–22 May
Home in Harwich
4.88 out of 5 average rating, 113 reviewsCape Cod Retreat close to bike path
14–21 Jan
Home in Harwich
5.0 out of 5 average rating, 183 reviewsHarwich Retreat on Cape Cod - Relax or explore!
11–18 Jan
Home in Chatham
4.82 out of 5 average rating, 55 reviewsWalk to beach! Chatham Luxury near downtown, CBI!
9–16 Oct
Home in Chatham
4.94 out of 5 average rating, 17 reviewsChatham Beach Cottage 2BR - 5 min walk to beach
18–25 Oct
Family-friendly apartment rentals
Flat in Chatham
4.93 out of 5 average rating, 203 reviewsCharming Downtown Chatham Apartment
9–16 Feb
Flat in Chatham
4.97 out of 5 average rating, 235 reviewsThe Knoll
6–13 Oct
Flat in South Orleans
4.92 out of 5 average rating, 123 reviewsWalk to private beach, spacious peaceful apartment
12–19 Feb
Flat in Harwich
4.98 out of 5 average rating, 167 reviewsCozy Apartment in Downtown Harwich Port
14–21 Feb
Flat in Falmouth
4.98 out of 5 average rating, 118 reviewsModern Luxury Apt. | 7 min from Commons
14–19 Oct
Flat in Harwich
4.9 out of 5 average rating, 263 reviewsThe Secret Garden
21–28 Jun
Flat in Barnstable
4.99 out of 5 average rating, 231 reviewsYour dog will love it here and you will too.
19–26 Feb
Flat in Wellfleet
4.81 out of 5 average rating, 299 reviews“Beach Plum Apartment” w/ Sunny Deck in Wellfleet
2–9 Sep
Family-friendly apartment rentals
Apartment in Brewster
4.87 out of 5 average rating, 166 reviewsShining Sea Condo
27 Jan – 3 Feb
Apartment in Dennis
4.99 out of 5 average rating, 172 reviewsStudio, 300 yards to Glendon Beach; Seahorse#2
12–19 Oct
Apartment in Dennis
4.84 out of 5 average rating, 166 reviewsThe 5 minute walk to beach Super Cute Beach Condo
3–10 Oct
Apartment in Brewster
4.97 out of 5 average rating, 158 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
18–25 Oct
Apartment in Dennis
4.94 out of 5 average rating, 123 reviewsCharming Condo, Short Walk to Beach
28 May – 4 Jun
Apartment in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
23–30 Nov
Apartment in Mashpee
4.97 out of 5 average rating, 101 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
13–20 Feb
Apartment in Provincetown
4.95 out of 5 average rating, 160 reviewsBayshore 9 Waterfront Renovated Condo with Parking
18–25 Apr
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
4T reviews
Nightly prices starting at
₹5,012 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
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- Providence Holiday rentals
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- The Hamptons Holiday rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Massachusetts
- Cottage rentals Chatham
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- Family-friendly rentals Barnstable County
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