
Family-friendly vacation rentals in Windham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windham
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham family-friendly rentals
Family-friendly home rentals with a hot tub

Home in Hopkinton
4.95 out of 5 average rating, 148 reviewsHopkinton Mass 3+ Bedrooms - Great location!

Home in Old Orchard Beach
4.96 out of 5 average rating, 136 reviewsLuxury Beach House Old Orchard Beach Maine

Guest suite in Kittery
4.9 out of 5 average rating, 824 reviewsSeacoast "Hot Tub" Oasis (NH & ME)

Home in Dunbarton
4.89 out of 5 average rating, 28 reviewsHome On The Hill

Cabin in Rochester
4.94 out of 5 average rating, 229 reviewsawesome private cabin

Condo in Hampton Beach
4.69 out of 5 average rating, 89 reviews# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13

Home in Newton
4.77 out of 5 average rating, 61 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.

Cottage in Westford
4.92 out of 5 average rating, 36 reviewsBeach & pond cottage ! Westford MA and Boston!
Family- and pet-friendly home rentals

Home in Wakefield
4.96 out of 5 average rating, 252 reviewsWelcoming 7-room house <15 miles to Boston & Salem

Cabin in Rockport
4.97 out of 5 average rating, 439 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm

Home in Old Orchard Beach
4.99 out of 5 average rating, 243 reviewsWalk to Beach from Spacious 1920 Home

Apartment in South End
4.96 out of 5 average rating, 365 reviewsCharming South End Duplex (Pets Ok)

Home in Kittery
4.98 out of 5 average rating, 286 reviewsFamily Friendly 2BR 1 BA Coastal Kittery Home

Yurt in Lyman
4.93 out of 5 average rating, 262 reviewsFire Fly Yurts on Funky Bow Lane

Apartment in Cambridge
4.87 out of 5 average rating, 434 reviewsCambridge Getaway @ Harvard & MIT

Apartment in Ipswich
4.85 out of 5 average rating, 273 reviewsComfortable house, close to beach and downton IPSW
Family-friendly home rentals with a pool

Condo in Wells
4.84 out of 5 average rating, 174 reviewsNew Condo on the Wells/Ogunquit town-line

Farm stay in Rutland
4.96 out of 5 average rating, 358 reviewsFarm Living

Cottage in Wells
4.88 out of 5 average rating, 41 reviewsBeach Dreaming

Guesthouse in West Roxbury
4.95 out of 5 average rating, 191 reviewsCountry Cottage in the City

Apartment in Hampton Beach
4.74 out of 5 average rating, 121 reviewsBeautiful Beach Studio

Home in Hull
4.96 out of 5 average rating, 23 reviewsSpacious 3-BR Furnished Beach Home

Home in Derry
4.83 out of 5 average rating, 134 reviewsBeautiful Lakefront Vacation

Guest suite in Canton
4.72 out of 5 average rating, 106 reviewsNewly renovated, close to Foxboro and Boston
Quick stats about vacation rentals that are family-friendly in Windham
Total rentals
20 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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