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 Hollis
4.98 out of 5 average rating, 361 reviewsBirch Ledge Guesthouse--Four Season Maine Getaway
12–19 Oct
Home in Cornish
4.97 out of 5 average rating, 115 reviewsThe Watson House
12–19 Sep
Home in Freeport
4.99 out of 5 average rating, 163 reviews"The Cozy Cottage in the heart of Freeport Village
7–14 Feb
Home in West Paris
4.99 out of 5 average rating, 114 reviewsFour Season Western Maine Adventure Base
1–8 Nov
Home in Westbrook
4.88 out of 5 average rating, 446 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
31 Oct – 7 Nov
Home in Standish
4.97 out of 5 average rating, 99 reviewsLake House with a View!
29 Aug – 5 Sep
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
17–24 Dec
Home in Lewiston
4.98 out of 5 average rating, 140 reviewsClean and comfortable home
9–16 Jun
Family-friendly apartment rentals
Flat in Freeport
4.91 out of 5 average rating, 195 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
18–25 Oct
Flat in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
23–30 Nov
Flat in Portland
4.93 out of 5 average rating, 560 reviewsAdorable getaway on the Eastern Promenade
4–11 Dec
Flat in Portland
4.94 out of 5 average rating, 457 reviewsNo cleaning fee! Location, location! And parking!
14–21 Mar
Flat in Saco
4.97 out of 5 average rating, 165 reviewsCozy , pet friendly, quiet one bedroom studio
22–29 Jan
Flat in Tuftonboro
4.97 out of 5 average rating, 267 reviewsApartment CenterTuftonboro minutes from Wolfeboro
5–12 Nov
Flat in Boothbay
4.96 out of 5 average rating, 260 reviewsSunnymeade
24 Sep – 1 Oct
Flat in Portland
4.78 out of 5 average rating, 305 reviewsStudio w/ Patio, Sauna & Onsite Massage
15–22 Jan
Family-friendly apartment rentals
Apartment in Portland
4.86 out of 5 average rating, 330 reviewsBack Cove - Sunny 2nd Floor Condo
11–16 May
Apartment in Conway
4.8 out of 5 average rating, 131 reviewsCozy condo with North Conway at your finger tips!
21–28 Oct
Apartment in Portland
4.85 out of 5 average rating, 207 reviewsOld Port on foot-additional parking option avail
29 Oct – 5 Nov
Apartment in Scarborough
4.96 out of 5 average rating, 279 reviewsCozy condo by the beach!
11–18 Apr
Apartment in Scarborough
4.98 out of 5 average rating, 164 reviewsComfy condo with loft by the beach!
5–12 Feb
Apartment in Intervale
4.88 out of 5 average rating, 123 reviewsTop Floor! Incredible views/ close to town/hiking
21–28 Jan
Apartment in Gilford
4.91 out of 5 average rating, 128 reviewsLake or Ski Condo, close to Gunstock and the Lake
28 Oct – 4 Nov
Apartment in Portland
4.96 out of 5 average rating, 154 reviewsPeaceful Portland Condo! 3 Bedroom + Free Parking.
19–26 Mar
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
1.6T reviews
Nightly prices starting at
₹7,512 before taxes and fees
Destinations to explore
- Portland Holiday rentals
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- Family-friendly rentals United States
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