Kid-friendly vacation rentals in Chester
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Chester
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 Chester kid-friendly rentals
Kid-friendly house rentals
Home in Ludlow
4.92 out of 5 average rating, 139 reviews149 Upper Crossroad Unit A
Oct 20 – 27
Home in Putney
4.94 out of 5 average rating, 339 reviewsVermont Botanical Studio Apartment
Dec 19 – 26
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
Nov 5 – 12
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Sep 13 – 20
Home in Putney
4.95 out of 5 average rating, 308 reviewsCozy Train Depot in Putney Vermont
Sep 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
4.84 out of 5 average rating, 122 reviewsSpacious Loft with View
Mar 14 – 21
Home in West Windsor
4.98 out of 5 average rating, 163 reviewsMeadow View. 35 acres outside your door!
Oct 23 – 30
Kid-friendly apartment rentals
Apartment in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
Aug 12 – 19
Apartment in Londonderry
4.94 out of 5 average rating, 333 reviewsCozy Suite in a Historic Building Near Ski Resorts
Jul 18 – 25
Apartment in Weathersfield
4.97 out of 5 average rating, 110 reviewsCute VT Bungalow With 180 Degree View of NH
Jun 14 – 21
Apartment in Middletown Springs
4.88 out of 5 average rating, 204 reviewsApartment in Vermont Historic Home
May 29 – Jun 5
Apartment in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
May 27 – Jun 3
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 17 – 24
Apartment in Brattleboro
4.95 out of 5 average rating, 151 reviewsContemporary forest eco-retreat, mountain views
Jul 17 – 24
Apartment in Rutland
4.96 out of 5 average rating, 523 reviewsYour home away from home
Jun 5 – 12
Kid-friendly condo rentals
Condo in Killington
4.95 out of 5 average rating, 130 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
May 2 – 9
Condo in Ludlow
4.95 out of 5 average rating, 167 reviewsExceptional Village Fireplace Condo On Shuttle Rte
May 10 – 17
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Jun 14 – 21
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Aug 4 – 11
Condo in Killington
4.81 out of 5 average rating, 140 reviews1BR Modern Condo @ Whiffletree Ground Fl Walkout
May 24 – 31
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Jun 11 – 18
Condo in Killington
4.89 out of 5 average rating, 203 reviewsKillington-Pico ski in/out Studio at base of Pico
May 12 – 19
Condo in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
Aug 27 – Sep 3
Quick stats about vacation rentals that are kid-friendly in Chester
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
20 properties are a good fit for families
Total number of reviews
550 reviews
Nightly prices starting at
$90 before taxes and fees
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