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 22 – 29
Home in Winhall
4.99 out of 5 average rating, 349 reviewsStunning mid-century house on 2.5 private acres
May 1 – 8
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 2 – 9
Home in Putney
4.95 out of 5 average rating, 307 reviewsCozy Train Depot in Putney Vermont
Oct 17 – 24
Home in Londonderry
4.97 out of 5 average rating, 117 reviewsWild Blossom Farmhouse - a lovely family getaway
May 13 – 20
Home in Grafton
4.97 out of 5 average rating, 130 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
Aug 5 – 12
Home in Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
Oct 14 – 21
Kid-friendly apartment rentals
Apartment in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
Aug 8 – 15
Apartment in Claremont
4.88 out of 5 average rating, 111 reviewsBeautiful 1 bedroom apartment with balcony
Jan 3 – 10
Apartment in West Townshend
4.91 out of 5 average rating, 313 reviewsPrivate Apt on Farm, Magnificent views, Hot tub
May 18 – 25
Apartment in Manchester
4.99 out of 5 average rating, 147 reviewsPrivate two-bedroom suite within a two-story house
May 3 – 10
Apartment in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
Mar 17 – 24
Apartment in Poultney
4.94 out of 5 average rating, 306 reviewsCozy Poultney Village Apartment
Apr 20 – 27
Apartment in Rutland
4.96 out of 5 average rating, 522 reviewsYour home away from home
Nov 6 – 13
Apartment in Brattleboro
4.95 out of 5 average rating, 150 reviewsContemporary forest eco-retreat, mountain views
Jul 14 – 21
Kid-friendly condo rentals
Condo in Killington
4.95 out of 5 average rating, 130 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
May 1 – 8
Condo in Brattleboro
4.92 out of 5 average rating, 284 reviewsPrivate & Quiet Studio Apt. in Vermont
Aug 22 – 29
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Jun 10 – 17
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
Aug 31 – Sep 7
Condo in Killington
4.94 out of 5 average rating, 152 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
May 31 – Jun 7
Condo in Killington
4.89 out of 5 average rating, 203 reviewsKillington-Pico ski in/out Studio at base of Pico
May 1 – 8
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Nov 7 – 14
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Jul 9 – 16
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
€ 84 before taxes and fees
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