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 Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13–20 Sep
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
4–11 Nov
Home in Londonderry
4.97 out of 5 average rating, 117 reviewsWild Blossom Farmhouse - a lovely family getaway
20–27 Oct
Home in Winhall
4.99 out of 5 average rating, 349 reviewsStunning mid-century house on 2.5 private acres
21–28 Jul
Home in Grafton
4.97 out of 5 average rating, 130 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
16–23 Sep
Home in Jamaica
5.0 out of 5 average rating, 101 reviewsStratton Spa House with Man Cave
8–15 May
Home in Winhall
4.98 out of 5 average rating, 136 reviewsModern Cabin with Hot Tub & EV Charging Station
16–23 Jul
Home in Putney
4.95 out of 5 average rating, 308 reviewsCozy Train Depot in Putney Vermont
1–8 Jul
Family-friendly apartment rentals
Flat in Manchester
4.99 out of 5 average rating, 148 reviewsPrivate two-bedroom suite within a two-story house
5–10 May
Flat in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
11–18 Aug
Flat in Jamaica
4.84 out of 5 average rating, 199 reviewsThe Getaway
25 Mar – 1 Apr
Flat in Brattleboro
4.95 out of 5 average rating, 151 reviewsContemporary forest eco-retreat, mountain views
17–24 Jul
Flat in Dummerston
4.93 out of 5 average rating, 366 reviews~Serene Barn Retreat~
9–16 Sep
Flat in Londonderry
4.97 out of 5 average rating, 554 reviewsVermont Getaway Apartment
29 Aug – 5 Sep
Flat in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
21–28 Apr
Flat in Putney
4.89 out of 5 average rating, 110 reviewsHip & Cozy Storefront
17–24 Dec
Family-friendly apartment rentals
Apartment in Ludlow
4.92 out of 5 average rating, 122 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
14–21 May
Apartment in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
9–16 May
Apartment in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
14–21 Jun
Apartment in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
11–18 Jun
Apartment in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
4–11 Aug
Apartment in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
12–19 Jul
Apartment in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
9–16 Oct
Apartment in Stratton
4.88 out of 5 average rating, 107 reviewsPerfect Location! Steps to Village and Mountain
20–27 Aug
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
$122 SGD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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