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
Treehouse in Georgetown
4.95 out of 5 average rating, 302 reviewsTree Dwelling w/ Water Views & Cedar Hot Tub (I)
Home in Waterford
4.84 out of 5 average rating, 219 reviewsMcWain pond house (private lake & hot tub)
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Cottage in Conway
4.9 out of 5 average rating, 300 reviewsHOT TUB! Saco River, Mt Views, Hike, Bike, Swim!
Cabin in Jackson
4.84 out of 5 average rating, 795 reviewsCozy Log Cabin/Private Hot Tub/Brook/Fireplace
Apartment in Biddeford
4.98 out of 5 average rating, 119 reviewsBrenda and Phil's Place
Cabin in Rochester
4.94 out of 5 average rating, 217 reviewsawesome private cabin
Family- and pet-friendly home rentals
Apartment in Portland
4.78 out of 5 average rating, 311 reviewsStudio w/ Patio, Sauna & Onsite Massage
Apartment in Freeport
4.91 out of 5 average rating, 198 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
Cottage in Freedom
4.78 out of 5 average rating, 445 reviewsLakefront, Beach Private, Amazing Views, & pets!
Apartment in Lisbon falls
4.95 out of 5 average rating, 389 reviewsCharming Victorian farmhouse 1880's bedrooms-2
Farm stay in Scarborough
4.85 out of 5 average rating, 216 reviewsCabin on a Working Flower Farm
Guest suite in Brunswick
4.93 out of 5 average rating, 317 reviewsArt House Gallery guest suite
Cabin in Windham
4.91 out of 5 average rating, 193 reviewsPrivate Hilltop Cabin, Lakes and Trails Abound..
Home in Paris
4.94 out of 5 average rating, 130 reviewsJust a get away!!
Family-friendly home rentals with a pool
Apartment in Brunswick
4.99 out of 5 average rating, 196 reviewsCharming Saltwater Farm apartment
Condo in Bartlett
4.92 out of 5 average rating, 391 reviewsAcross from Storyland & in the Heart of the Mtns
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Condo in Bartlett
4.72 out of 5 average rating, 201 reviewsExcellent Getaway in N.Conway area!
Condo in Intervale
4.93 out of 5 average rating, 148 reviewsUpscale retreat w/ panoramic White Mountain views
Chalet in Bartlett
4.92 out of 5 average rating, 174 reviews*Summit Vista 2Bd Chalet|Story Land|N.Conway
Condo in Newry
4.77 out of 5 average rating, 193 reviewsSunday River trailside studio slp3 Brookside B215
Home in Kennebunk
4.81 out of 5 average rating, 115 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Quick stats about vacation rentals that are family-friendly in Windham
Total rentals
130 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Total number of reviews
4.2K reviews
Nightly prices starting at
$90 before taxes and fees
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