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
Condo in Bartlett
4.86 out of 5 average rating, 277 reviewsAttitash Studio | 5min to Storyland| Pools
Home in Portland
4.97 out of 5 average rating, 208 reviewsStunning & Spacious 6BR Waterfront House + Hot Tub
Rental unit in Falmouth
4.9 out of 5 average rating, 189 reviewsFalmouth 3br near Town landing
Cabin in Jackson
4.81 out of 5 average rating, 921 reviewsCozy Wooded Cabin/private hot tub/fireplace/river
Home in Old Orchard Beach
4.96 out of 5 average rating, 135 reviewsLuxury Beach House Old Orchard Beach Maine
Rental unit in Topsham
4.87 out of 5 average rating, 535 reviewsMaine Stay with private hottub, near Brunswick
Home in Waterford
4.84 out of 5 average rating, 233 reviewsMcWain pond house (private lake & hot tub)
Cabin in Rochester
4.94 out of 5 average rating, 229 reviewsawesome private cabin
Family- and pet-friendly home rentals
Rental unit in Old Orchard Beach
4.93 out of 5 average rating, 197 reviewsThe Upstairs Moose
Cabin in Dresden
4.95 out of 5 average rating, 176 reviewsMcKeen's Riverside Retreat
Home in Peaks Island
4.86 out of 5 average rating, 165 reviewsBooking Now: Year-Round Peaceful Island Getaway
Home in Albany
4.82 out of 5 average rating, 423 reviewsCozy Guest Suite in White Mountain National Forest
Guest suite in Freeport
4.97 out of 5 average rating, 205 reviewsWaterfront Private Apartment only 5 min to LL Bean
Rental unit in Gilford
4.88 out of 5 average rating, 339 reviewsMountain View Cabin #1
Rental unit in East End
4.97 out of 5 average rating, 441 reviewsBright and cozy Munjoy Hill neighborhood apartment
Home in East End
4.98 out of 5 average rating, 343 reviews3 bedroom house in the heart of Portland
Family-friendly home rentals with a pool
Condo in Intervale
4.94 out of 5 average rating, 169 reviewsUpscale retreat w/ panoramic White Mountain views
Condo in Bartlett
4.96 out of 5 average rating, 181 reviews★Spacious, Updated, Beautiful Condo @ The Seasons★
Rental unit in Bartlett
4.79 out of 5 average rating, 114 reviewsUpdated Modern Condo at The Seasons
Condo in Wells
4.84 out of 5 average rating, 167 reviewsNew Condo on the Wells/Ogunquit town-line
Condo in Bartlett
4.92 out of 5 average rating, 434 reviewsAcross from Storyland & in the Heart of the Mtns
Condo in Newry
4.78 out of 5 average rating, 197 reviewsSunday River trailside studio slp3 Brookside B215
Condo in Bartlett
4.89 out of 5 average rating, 257 reviewsIntimate Garden Style Condo with Mountain Views
Condo in Newry
4.94 out of 5 average rating, 101 reviewsSunday River Resort Condos @Cascades
Quick stats about vacation rentals that are family-friendly in Windham
Total rentals
120 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
4.7K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
Destinations to explore
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