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Search results; Over 1,000 homes in Litchfield

Top guest favourite
Guest suite in Litchfield
Spacious private guest suite at Gray Rock Farm
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.97 out of 5 average rating, 71 reviews
Top guest favourite
Tiny home in Litchfield
My Friend's Place
1 bedroom, 1 queen bed
28 Aug – 2 Sept
4.94 out of 5 average rating, 129 reviews
Superhost
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
2 bedrooms, 3 beds
16–21 Aug
4.87 out of 5 average rating, 409 reviews
Flat in Litchfield
The Village Apt
1 bedroom, 3 beds
16–21 Aug
4.8 out of 5 average rating, 264 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 42 reviews
Home in Litchfield
Red Door Riverfront Farmhouse | Litchfield Hills
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.74 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Litchfield
Artist's Garden Apartment
1 bedroom, 2 beds
22–27 Aug
4.99 out of 5 average rating, 224 reviews
Top guest favourite
Flat in Litchfield
The Overlook...HOST & Co.
1 bedroom, 2 beds
16–21 Aug
4.98 out of 5 average rating, 138 reviews
Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 5 beds
24–29 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Litchfield
Country Escape - HOST & Co.
2 bedrooms, 2 beds
24–29 Aug
4.88 out of 5 average rating, 34 reviews
Top guest favourite
Farm stay in Litchfield
Gray Rock Farm - The whole place to yourself
6 bedrooms, 9 beds
20–25 Oct
4.97 out of 5 average rating, 60 reviews
Guest favourite
Home in Goshen
Halo Hollow Haus - Litchfield Lake & Ski Haven
3 bedrooms, 5 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 53 reviews
Guest favourite
Home in Litchfield
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
3 bedrooms, 4 beds
28 Oct – 2 Nov
4.9 out of 5 average rating, 96 reviews
Top guest favourite
Home in Litchfield
Spacious Country Comfort
3 bedrooms, 3 queen beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Home in Harwinton
1800’s Farmhouse in the hills of Litchfield County
4 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 31 reviews
Superhost
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds
30 Aug – 4 Sept
New place to stay
Guest favourite
Home in Litchfield
Bespoke Litchfield - Hot Tub, Game Room, Fire Pit
5 bedrooms, 9 beds
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Litchfield
Spymaster Tallmadge Luxury 1775 Home & Gardens
5 bedrooms, 6 beds
23–28 Aug
New place to stay