Kid-friendly vacation rentals in Windham County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Windham County

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

Guest favorite
Home in Putney
Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.
Apr 27 – May 4
$75 per night
4.94 out of 5 average rating, 330 reviews
Guest favorite
Cabin in Newfane
Great Views, Mount Snow, Hot Tub, Private
Come stay in our sparkling clean, renovated log cabin in the woods with beautiful views of river, mountains and stars. Located by the charming village of Williamsville, close to historic Newfane village, 12 miles from Mount Snow for skiing, and right on the refreshingly cool and clear Rock River. It's the perfect place for a romantic getaway, a family vacation or quality times with dear friends. Recent addition: outdoor hot tub with views of mountains, river and open sky above.
Jan 7 – 14
$235 per night
4.99 out of 5 average rating, 232 reviews
Guest favorite
Guest suite in Newfane
Cute studio apt on lovely historic VT farm
Enjoy a break surrounded by trees, nature, and wildlife. You need snow tires or 4x4/AWD to get up the road in the winter. Everything you need in this self-contained little studio on a small farm with separate entrance. There's a kitchen, bath, queen bed plus a roll-out twin. Excellent heater. Beautiful, quiet country setting on a small farm. Wifi is enough for basic tasks, but not for 8 hours of daily zoom. 45 minutes drive to Stratton, Mt Snow and Magic Mountain
Nov 3 – 10
$90 per night
4.93 out of 5 average rating, 177 reviews

Popular amenities for Windham County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Readsboro
Vermont March Madness! (Pet Friendly)
Oct 5 – 12
$67 per night
4.86 out of 5 average rating, 118 reviews
Guest favorite
Home in Putney
Cozy Train Depot in Putney Vermont
Aug 17 – 24
$105 per night
4.95 out of 5 average rating, 305 reviews
Guest favorite
Home in Townshend
Comfy and Cozy House on 67 acres
Mar 10 – 17
$157 per night
4.94 out of 5 average rating, 189 reviews
Guest favorite
Home in Newfane
Peaceful cabin close to skiing & Brattleboro
Nov 28 – Dec 5
$268 per night
4.97 out of 5 average rating, 112 reviews
Guest favorite
Home in West Brattleboro
Cozy Home for 2-5 People in Vermont
Jul 22 – 29
$158 per night
4.86 out of 5 average rating, 123 reviews
Guest favorite
Home in Putney
Lovely Brick Schoolhouse
Sep 2 – 9
$200 per night
4.99 out of 5 average rating, 193 reviews
Guest favorite
Home in Dummerston
Pinecone Pond
Dec 7 – 14
$344 per night
4.99 out of 5 average rating, 320 reviews
Superhost
Home in Putney
Spacious Loft with View
Jul 4 – 11
$146 per night
4.84 out of 5 average rating, 113 reviews
Guest favorite
Home in Wilmington
Vermont Sugar House Retreat
May 8 – 15
$186 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Home in Winhall
Stunning mid-century house on 2.5 private acres
May 6 – 13
$269 per night
4.99 out of 5 average rating, 341 reviews
Guest favorite
Home in Dover
Mt Snow retreat, ski & summer
Aug 7 – 14
$140 per night
4.87 out of 5 average rating, 225 reviews
Superhost
Home in Brattleboro
Cozy Cabin Retreat on the River
Jan 17 – 24
$233 per night
4.91 out of 5 average rating, 166 reviews

Kid-friendly apartment rentals

Guest favorite
Apartment in Wilmington
Studio Apartment Sleeps 4,
May 30 – Jun 6
$75 per night
4.93 out of 5 average rating, 189 reviews
Guest favorite
Apartment in Marlboro
Southern Vermont Sweet Spot
Oct 21 – 28
$84 per night
4.95 out of 5 average rating, 112 reviews
Guest favorite
Apartment in Putney
Hip & Cozy Storefront
Mar 30 – Apr 6
$104 per night
4.89 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Vernon
Farm land view.
Jun 23 – 30
$86 per night
4.96 out of 5 average rating, 130 reviews
Guest favorite
Apartment in Brattleboro
Cozy, Private & Great location for exploring VT !
Jul 30 – Aug 6
$79 per night
4.9 out of 5 average rating, 479 reviews
Guest favorite
Apartment in Townshend
Private Apt. on Farm, great views and Hot tub,
Apr 4 – 11
$132 per night
4.93 out of 5 average rating, 199 reviews
Guest favorite
Apartment in Brattleboro
Contemporary forest eco-retreat, mountain views
May 8 – 15
$103 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Newfane
Rock River Retreat: Pets Welcome
Feb 13 – 20
$135 per night
4.97 out of 5 average rating, 396 reviews
Guest favorite
Apartment in Londonderry
Cozy Suite in a Historic Building Near Ski Resorts
May 15 – 22
$97 per night
4.93 out of 5 average rating, 323 reviews
Guest favorite
Apartment in Marlboro
Shakespeare’s Folly Side Farm and AirBnB.
Dec 20 – 27
$127 per night
4.94 out of 5 average rating, 216 reviews
Guest favorite
Apartment in Londonderry
Vermont Getaway Apartment
Jul 30 – Aug 6
$121 per night
4.97 out of 5 average rating, 546 reviews
Guest favorite
Apartment in Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
May 16 – 23
$130 per night
4.96 out of 5 average rating, 280 reviews

Kid-friendly condo rentals

Guest favorite
Condo in West Dover
Comfy Condo - 2 Min Walk to Carinthia Grommet Lift
Nov 8 – 15
$97 per night
4.94 out of 5 average rating, 176 reviews
Guest favorite
Condo in Stratton
Cozy condo within walking distance to the slopes.
May 29 – Jun 5
$115 per night
4.95 out of 5 average rating, 109 reviews
Superhost
Condo in West Dover
Beautiful condo 2.5 miles from Mount Snow
Aug 27 – Sep 3
$120 per night
4.74 out of 5 average rating, 117 reviews
Guest favorite
Condo in Stratton
Updated Ski in/Ski out Stratton Condo!
May 22 – 29
$310 per night
4.95 out of 5 average rating, 131 reviews
Guest favorite
Condo in Dover
Mt Snow Ski In/Out at Seasons
Jan 7 – 14
$338 per night
4.87 out of 5 average rating, 217 reviews
Guest favorite
Condo in Stratton
Cozy, spacious mountain condo
Jan 22 – 29
$350 per night
4.98 out of 5 average rating, 106 reviews
Superhost
Condo in Stratton
Perfect Location! Steps to Village and Mountain
Apr 1 – 8
$224 per night
4.89 out of 5 average rating, 104 reviews
Superhost
Condo in Dover
Mount Snow Close, Great Price, Lots of Room
Jul 1 – 8
$179 per night
4.84 out of 5 average rating, 156 reviews
Superhost
Condo in Dover
Vermont Mountainside Ski ans Summer Getaway!!!
Jul 10 – 17
$99 per night
4.85 out of 5 average rating, 156 reviews
Superhost
Condo in Dover
Cozy Mount Snow 1 Bed : Ski on/off, Hot tub, Deck
Apr 5 – 12
$74 per night
4.76 out of 5 average rating, 84 reviews
Guest favorite
Condo in Londonderry
Magical Ski-In/Ski-Out Condo at Magic w/ game room
Aug 17 – 24
$98 per night
4.95 out of 5 average rating, 40 reviews
Guest favorite
Condo in Dover
Cozy Mt Snow 1-bed w fireplace & view
Jul 17 – 24
$103 per night
4.93 out of 5 average rating, 30 reviews

Destinations to explore