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Search results; Over 1,000 homes

Top guest favourite
Tiny home in Mansfield
Handcrafted Timber Frame Cabin Retreat
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Tiny home in East Lyme
Waterfront Bliss Tiny Home
4.99 out of 5 average rating, 157 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Home in Coventry
Hillside Haven
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Oct
Top guest favourite
Cottage in Old Lyme
The Solo Shore Cottage | Walk to Beach + Sun Porch
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4.99 out of 5 average rating, 94 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Jul
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
5.0 out of 5 average rating, 109 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in East Haddam
Bashan Lake Bungalow
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Tiny home in Litchfield
My Friend's Place
4.93 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Cabin in Litchfield County
Blackberry Cottage
4.93 out of 5 average rating, 148 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Union
Private Mountain Escape, 50+ Acres, Hiking Trails
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Superhost
Home in Fairfield
Longevity Stay | Gym, Sauna, Red Light, Plunge
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 3 beds, 2.5 bathrooms
27 Aug – 1 Sept
Guest favourite
Cabin in Colchester
The Colchester Cottage
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Oct
Superhost
Home in New Milford
Avi’s River House
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Woodstock
The Lakehouse Haven – Sunset views & Relaxation
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Jul – 3 Aug
Top guest favourite
Cottage in Guilford
Your own Thimble Islands private cottage!
4.93 out of 5 average rating, 80 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Superhost
Home in Clinton
The Blue Mermaid
3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Jul
Guest favourite
Villa in Winsted
Waterfront Litchfield Hills 1-bdrm Old Mill villa
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
17–22 Jul
Top guest favourite
Home in Milford
Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul