Holiday rentals in Windham County

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Popular amenities for Windham County holiday rentals

Other great holiday rentals in Windham County

Flat in Woodstock
5 out of 5 average rating, 5 reviews

Quiet Corner Studio

ShawnRating, 5 stars1 week ago
Karin and Jom have a beautiful small apartment that was perfect for a kid-free getaway for my wife and I. communications great, the space was lovely and see their highland cows out the windows was lovely. we also loved their friendly pouches. wed go back in a heartbeat and had a great time. if you're looking for a quiet place to unplug and relax this is it!!!
Guest favourite
Flat in Ashford
4.96 out of 5 average rating, 176 reviews

On The Run Farm

EurídiceRating, 5 stars1 week ago
Perfect for a get away. Everything looks beter than the pictures. Clean and very comfortable. Laurie is an excellent host, very creative to make us feel comfortable. Next time I need a place to stay in Connecticut, I hoop this one is available.
Guest house in Brooklyn
5 out of 5 average rating, 3 reviews

Historic Railroad Caboose - Unique CT Farm Escape

JennyRating, 5 stars1 week ago
This was an amazing place to stay with my three year old! Laurie’s husband came out to show us around the place and my son grabbed his hand right away and was so excited! They had teddy bears and books set up for him and he loved every minute of it! When we woke up the next morning he said “I don’t wanna leave this place!” 10/10 recommend to anyone looking for a cozy getaway!
Cottage in Pomfret
4.95 out of 5 average rating, 38 reviews

Little House in the Big Woods - Tennis Court

JeanRating, 5 stars8 months ago
We stayed for a wedding held at the Gwyn Careg Inn and The Little House was perfectly located just a few minutes from the wedding venue. This is a beautifully maintained old house with beautiful grounds for strolling. Very warm and inviting living room and dining area. I would say that taller travelers may find the upstairs bedrooms a bit challenging as the sloped roof and old architecture dramatically reduces the headroom in those bedrooms. Not a strike against but something to be aware of…part of the charm of an old home. Just a neat old house and we enjoyed watching Hammer the beagle keeping an eye on things.
Top guest favourite
Flat in Thompson
4.98 out of 5 average rating, 54 reviews

Acoustical Haven: Unwind & Unplug

AngelaRating, 5 stars3 weeks ago
We had a wonderful stay. The place was private, quiet and the property was beautiful. The house was clean and extremely well stocked. We could have arrive with nothing but clothes and been fine. Carol and Vin made great restaurant recommendations. There were may great restaurants in this area. Carol and Vin were kind, responsive and helpful. We would be happy to return.
Guest house in Ashford
5 out of 5 average rating, 3 reviews

Chez Nanou- Above the Barn Charm

StephenRating, 5 stars4 weeks ago
Private, off the main road and quiet place. Very clear instructions to get to the location, which is about a 25-minute drive from UCONN via scenic country roads. The apartment is well equipped and tastefully appointment. high-speed WiFi to boot.
Home in Windham
4.96 out of 5 average rating, 140 reviews

mid century home on farmland

AlexandraRating, 5 stars2 months ago
Nothing to say but absolute positivity! Jennifer is amazing! Place was amazing! Experience was amazing! Thanks so much!
Top guest favourite
Barn in Brooklyn
5 out of 5 average rating, 9 reviews

The Barn at Pondview

BrookeRating, 5 stars2 weeks ago
Val was incredibly responsive and helpful as a host. She even went above and beyond to help us try to locate something we thought we left behind. The space exceeded our expectations. It was beautifully decorated and was exceptionally clean and comfortable. The game room was amazing although we barely had time to enjoy it. This is a great space for a group looking for comfort and a lot of area to spread out and enjoy the many games, a huge deck, a beautiful open concept living and kitchen area. We would love to return for a future stay.

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