Kid-friendly holiday rentals in Windham
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Windham
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 Windham family-friendly rentals
Kid-friendly house rentals
Home in Cornish
4.97 out of 5 average rating, 115 reviewsThe Watson House
9–16 Sep
Home in Standish
4.97 out of 5 average rating, 99 reviewsLake House with a View!
8–15 Oct
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
26 Dec – 2 Jan
Home in West Paris
4.99 out of 5 average rating, 114 reviewsFour Season Western Maine Adventure Base
29 Oct – 5 Nov
Home in Bridgton
4.91 out of 5 average rating, 273 reviewsLake Region Comfort, Close to Everything!
3–10 Jun
Home in Rumford
4.93 out of 5 average rating, 136 reviewsSunday River Getaway!
5–12 Feb
Home in Lewiston
4.98 out of 5 average rating, 140 reviewsClean and comfortable home
14–21 Sep
Home in Buckfield
4.91 out of 5 average rating, 153 reviewsThe Nifty Village House
25 Oct – 1 Nov
Family-friendly apartment rentals
Flat in South Portland
4.95 out of 5 average rating, 167 reviewsComfortable apartment near Willard Beach!
5–12 May
Flat in Portland
4.96 out of 5 average rating, 153 reviewsCompact & Complete in residential neighborhood
21–28 Jan
Flat in Freeport
4.91 out of 5 average rating, 195 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
13–20 Feb
Flat in Freeport
5.0 out of 5 average rating, 130 reviewsCozy Maine Barn Hideaway- 2nd Floor Apartment
31 Dec – 7 Jan
Flat in Portland
4.94 out of 5 average rating, 457 reviewsNo cleaning fee! Location, location! And parking!
11–18 Dec
Flat in Arundel
4.91 out of 5 average rating, 129 reviewsGinger Hilltop
28 Nov – 5 Dec
Flat in West Paris
4.97 out of 5 average rating, 178 reviewsPrivate Apartment in the Foothills! A Gem!
11–18 May
Flat in Porter
4.86 out of 5 average rating, 319 reviewsThe Carriage House Apartment
23–30 Sep
Family-friendly apartment rentals
Apartment in Portland
4.85 out of 5 average rating, 207 reviewsOld Port on foot-additional parking option avail
7–14 Dec
Apartment in Gilford
4.91 out of 5 average rating, 127 reviewsLake or Ski Condo, close to Gunstock and the Lake
31 Dec – 7 Jan
Apartment in Tilton
4.8 out of 5 average rating, 198 reviewsAdventure Awaits
5–12 May
Apartment in Bartlett
4.92 out of 5 average rating, 389 reviewsAcross from Storyland & in the Heart of the Mtns
17–24 Dec
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 355 reviewsLuxury Beach Front Condo! Prime Location!
6–13 Jan
Apartment in Scarborough
4.96 out of 5 average rating, 279 reviewsCozy condo by the beach!
17–24 Mar
Apartment in Scarborough
4.98 out of 5 average rating, 164 reviewsComfy condo with loft by the beach!
10–17 Apr
Apartment in Intervale
4.88 out of 5 average rating, 123 reviewsTop Floor! Incredible views/ close to town/hiking
1–8 Jan
Quick stats about holiday rentals that are kid-friendly in Windham
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$121 SGD before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Family-friendly rentals United States
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- Family-friendly rentals Cumberland County
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