Kid-friendly vacation rentals in Windham
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Windham
Guests agree: these kid-friendly rentals 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 kid-friendly rentals
Kid-friendly house rentals
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Sep 13 – 20
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
Nov 5 – 12
Home in Londonderry
4.97 out of 5 average rating, 117 reviewsWild Blossom Farmhouse - a lovely family getaway
Oct 21 – 28
Home in Winhall
4.99 out of 5 average rating, 349 reviewsStunning mid-century house on 2.5 private acres
Sep 12 – 19
Home in Jamaica
5.0 out of 5 average rating, 101 reviewsStratton Spa House with Man Cave
May 9 – 16
Home in Grafton
4.97 out of 5 average rating, 130 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
Nov 15 – 22
Home in Putney
4.95 out of 5 average rating, 308 reviewsCozy Train Depot in Putney Vermont
Jun 30 – Jul 7
Home in Winhall
4.98 out of 5 average rating, 136 reviewsModern Cabin with Hot Tub & EV Charging Station
Jul 16 – 23
Kid-friendly apartment rentals
Apartment in Manchester
4.99 out of 5 average rating, 148 reviewsPrivate two-bedroom suite within a two-story house
May 5 – 10
Apartment in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
Aug 12 – 19
Apartment in Jamaica
4.84 out of 5 average rating, 199 reviewsThe Getaway
Mar 26 – Apr 2
Apartment in Newfane
4.85 out of 5 average rating, 124 reviewsApartment at Five Ferns
Jul 1 – 8
Apartment in Brattleboro
4.95 out of 5 average rating, 151 reviewsContemporary forest eco-retreat, mountain views
Jul 21 – 28
Apartment in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
Dec 20 – 27
Apartment in Manchester
4.99 out of 5 average rating, 174 reviewsStyle and Comfort- Perfect Year Round Location
Jul 20 – 27
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Nov 20 – 27
Kid-friendly condo rentals
Condo in Ludlow
4.92 out of 5 average rating, 122 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
May 5 – 12
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
Jun 12 – 19
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Jun 12 – 19
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Jul 19 – 26
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Aug 9 – 16
Condo in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
Aug 27 – Sep 3
Condo in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
Jun 8 – 15
Condo in Killington
4.94 out of 5 average rating, 175 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
Aug 9 – 16
Quick stats about vacation 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
$90 before taxes and fees
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