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Kid-friendly vacation rentals in Windham County

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Top-rated kid-friendly rentals in Windham County

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

Guest favorite
Guest suite in Thompson
Meadowside: Perfect Location w/ Endless Recreation
Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!
Jul 16 – 23
$130 per night
Guest favorite
Farm stay in Thompson
Wizard's Roost and Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.
Mar 5 – 12
$91 per night
Guest favorite
Treehouse in Willington
Heavenly Treehouse in Countryside w/ Farm Animals
☆ Private Treehouse at Bluebird Farm Connecticut ☆ ☆ Farm Animals, Gardens, Outdoor Gas Grill & Fire Pit ☆ OMG! Explore the countryside at this popular 40-acre Farm in Connecticut! Suitable for anyone looking for a unique Farm Stay! Willington offers: ✔ Hiking ✔ Antiquing ✔ Farmer's Market ✔ Vineyards & Breweries ✔ National / State Parks ✔ Drive-In Movie Theater We are close drive from: ● UCONN (10 Mins) ● Hartford (25 Mins) ● Boston (1.5 Hours) ● NYC (2.5 Hours)
Feb 3 – 10
$265 per night

Popular amenities for Windham County kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Woodstock
Lakeside Retreat on 4 Stunning Acres + Hot Tub
Jan 26 – Feb 2
$489 per night
Guest favorite
Home in Woodstock
Cedar Ridge
Dec 21 – 28
$243 per night
Guest favorite
Home in Preston
Entire House Magical Waterfront Getaway
Feb 10 – 17
$207 per night
Guest favorite
Home in Preston
New Lake Front Home w/ Game Room & Stunning Views
Feb 7 – 14
$350 per night
Guest favorite
Home in Sturbridge
Lake Front Home Sleeps 6-8 on a private Peninsula!
Nov 8 – 15
$288 per night
Guest favorite
Home in Manchester
Paradise On The Hill Luxury Apartment.
Jul 15 – 22
$86 per night
Guest favorite
Home in Southbridge
Charming Cape--Kid & Dog Friendly 🐾
Jan 11 – 18
$170 per night
Guest favorite
Home in Coventry
Cozy Cottage * Coventry Lake* 15 min to UConn *
Sep 9 – 16
$143 per night
Guest favorite
Home in Vernon
Luxe Bolton Lake!
Dec 29 – Jan 5
$440 per night
Guest favorite
Home in Sturbridge
LAKE Retreat! Lakefront Home with Amazing Views!
Apr 9 – 16
$399 per night
Guest favorite
Home in Sturbridge
Modern Lakeview House -Chef's Kitchen, Strong Wifi
Sep 23 – 30
$182 per night
Guest favorite
Home in Leicester
Cozy Lake House
Oct 28 – Nov 4
$201 per night

Kid-friendly apartment rentals

Guest favorite
Apartment in Mansfield
Green Energy Ecohaven
Mar 25 – Apr 1
$120 per night
Guest favorite
Apartment in Woodstock Valley
“Tranquillity on the Lake ” Woodstock Valley, Ct.
Jan 9 – 16
$144 per night
Guest favorite
Apartment in Stafford
Historic 1 bedroom suite
Mar 24 – 31
$76 per night
Guest favorite
Apartment in Ashford
On The Run Farm
Aug 16 – 23
$120 per night
Guest favorite
Apartment in Brooklyn
5 Bedroom, 3.5 bath rural residence with 40' pool
Jan 19 – 26
$264 per night
Guest favorite
Apartment in Norwich
Cozy Stay w Pool 4 mi to Mohegan, 7 mi to Foxwoods
Mar 24 – 31
$88 per night
Guest favorite
Apartment in Enfield
FROG Suite Apartment
Apr 28 – May 5
$90 per night
Guest favorite
Apartment in Dudley
웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
Aug 4 – 11
$81 per night
Guest favorite
Apartment in Norwich
Amazing apartment in the heart of many Attractions
Mar 16 – 23
$81 per night
Guest favorite
Apartment in Providence
Clean Studio Apartment on Federal Hill, Providence
Apr 12 – 19
$68 per night
Guest favorite
Apartment in Stafford
Modern Industrial Apartment with rooftop access
May 9 – 16
$129 per night
Guest favorite
Apartment in Norwich
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods
Sep 15 – 22
$93 per night

Kid-friendly condo rentals

Guest favorite
Condo in Norwich
The N-V ...The Spa at the Norwich Inn.
Apr 10 – 17
$129 per night
Guest favorite
Condo in Norwich
Renovated Condo rental at Norwich inn villa & Spa
Oct 4 – 11
$130 per night
Guest favorite
Condo in Norwich
Modern & Cozy Villa with low cleaning charge!
Jun 15 – 22
$199 per night
Guest favorite
Condo in Norwich
Peaceful Oasis steps from Mohegan Sun
Jun 29 – Jul 6
$198 per night
Superhost
Condo in Norwich
Villa Flora @ Norwich Inn & Spa
Nov 19 – 26
$175 per night
Guest favorite
Condo in Oxford
Lovely 1 bed / Fast Wifi/ Spacious Apartment
Apr 12 – 19
$112 per night
Guest favorite
Condo in Norwich
Cozy Spa Retreat-Casino-HotTub-Pools-Massage chair
Sep 30 – Oct 7
$183 per night
Guest favorite
Condo in Norwich
Luxurious Getaway-3mins to casino w/ spa amenities
Oct 23 – 30
$175 per night
Guest favorite
Condo in Worcester
Bright and Spacious 2BR/2BATH Condo with Parking
Mar 20 – 27
$177 per night
Guest favorite
Condo in Norwich
Spa Creek - Chic Modern Villa near Spa & Casinos
Oct 10 – 17
$166 per night
Guest favorite
Condo in Worcester
SalsVista 2nd Floor Corner Apt
Mar 25 – Apr 1
$143 per night
Guest favorite
Condo in Norwich
King Bed - hot tub - saunas - 1 mile Mohegan Sun
Jun 18 – 25
$165 per night

Destinations to explore