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
Nov 14 – 21
Home in Putney
4.94 out of 5 average rating, 339 reviewsVermont Botanical Studio Apartment
Dec 9 – 16
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
Nov 6 – 13
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Sep 13 – 20
Home in Putney
4.85 out of 5 average rating, 123 reviewsSpacious Loft with View
Oct 25 – Nov 1
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
May 29 – Jun 5
Home in Grafton
4.97 out of 5 average rating, 130 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
Nov 17 – 24
Home in Weston
4.97 out of 5 average rating, 196 reviewsWeston Farmhouse-Clean, Fast WiFi, Generator!
May 5 – 12
Kid-friendly apartment rentals
Apartment in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
Aug 13 – 20
Apartment in Springfield
4.91 out of 5 average rating, 223 reviewsFarm Barn apt. 3 bedr, 2 bath, fiberoptic internet
Jun 16 – 23
Apartment in Londonderry
4.94 out of 5 average rating, 333 reviewsCozy Suite in a Historic Building Near Ski Resorts
Jul 23 – 30
Apartment in Weathersfield
4.97 out of 5 average rating, 110 reviewsCute VT Bungalow With 180 Degree View of NH
Jun 15 – 22
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
Dec 20 – 27
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 18 – 25
Apartment in Poultney
4.94 out of 5 average rating, 307 reviewsCozy Poultney Village Apartment
Nov 12 – 19
Kid-friendly condo rentals
Condo in Killington
4.95 out of 5 average rating, 131 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
Sep 3 – 10
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Jun 19 – 26
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Jun 23 – 30
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Jun 13 – 20
Condo in Killington
4.94 out of 5 average rating, 152 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
Jun 9 – 16
Condo in Killington
4.89 out of 5 average rating, 203 reviewsKillington-Pico ski in/out Studio at base of Pico
Jun 19 – 26
Condo in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
Oct 11 – 18
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Jul 29 – Aug 5
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
ﺩ.ﺇ331 before taxes and fees
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