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 Londonderry
4.97 out of 5 average rating, 117 reviewsWild Blossom Farmhouse - a lovely family getaway
13–20 May
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13–20 Sept
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
2–9 Nov
Home in Putney
4.95 out of 5 average rating, 307 reviewsCozy Train Depot in Putney Vermont
17–24 Oct
Home in Grafton
4.97 out of 5 average rating, 130 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
5–12 Aug
Home in Jamaica
5.0 out of 5 average rating, 100 reviewsStratton Spa House with Man Cave
28 May – 4 Jun
Home in Winhall
4.98 out of 5 average rating, 135 reviewsModern Cabin with Hot Tub & EV Charging Station
16–23 Jul
Home in Putney
4.84 out of 5 average rating, 122 reviewsSpacious Loft with View
1–8 Feb
Family-friendly apartment rentals
Flat in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
8–15 Aug
Flat in Jamaica
4.84 out of 5 average rating, 199 reviewsThe Getaway
22–29 Mar
Flat in Newfane
4.85 out of 5 average rating, 124 reviewsApartment at Five Ferns
8–15 Jul
Flat in Brattleboro
4.95 out of 5 average rating, 150 reviewsContemporary forest eco-retreat, mountain views
21–28 May
Flat in Dummerston
4.96 out of 5 average rating, 160 reviewsHeART Barn Retreat
15–22 Jun
Flat in Londonderry
4.97 out of 5 average rating, 554 reviewsVermont Getaway Apartment
24–31 Aug
Flat in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
17–24 Mar
Flat in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
14–21 Feb
Family-friendly apartment rentals
Apartment in Ludlow
4.92 out of 5 average rating, 122 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
2–9 May
Apartment in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
13–20 Jul
Apartment in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
8–15 Jun
Apartment in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
7–14 Nov
Apartment in Brattleboro
4.92 out of 5 average rating, 284 reviewsPrivate & Quiet Studio Apt. in Vermont
22–29 Aug
Apartment in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
16–23 Sept
Apartment in Stratton
4.88 out of 5 average rating, 107 reviewsPerfect Location! Steps to Village and Mountain
26 Jun – 3 Jul
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
7–14 Sept
Quick stats about holiday rentals that are kid-friendly in Windham
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
£72 before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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