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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, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Litchfield
Artist's Garden Apartment
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
4.99 out of 5 average rating, 224 reviews
Flat in Litchfield
The Village Apt
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.8 out of 5 average rating, 264 reviews
Top guest favourite
Flat in Litchfield
The Overlook...HOST & Co.
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 138 reviews
Guest favourite
Home in Litchfield
Red Door Riverfront Farmhouse | Litchfield Hills
3 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
4.74 out of 5 average rating, 155 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Litchfield
Peaceful Barn Retreat
1 bedroom, 1 king bed, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 80 reviews
Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Litchfield
Luxury Suite in Litchfield, Connecticut
1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 78 reviews
Guest favourite
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 410 reviews
Guest favourite
Home in Bethlehem
Quiet Lake Retreat | Fenced Yard | Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.89 out of 5 average rating, 46 reviews
Guest favourite
Home in Goshen
Halo Hollow Haus - Litchfield Lake & Ski Haven
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 53 reviews
Guest favourite
Home in Litchfield
Country Escape - HOST & Co.
2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
4.88 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Goshen
Butler’s Quarters 1910
1 bedroom, 1 double bed, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Goshen
Sun-Soaked Chalet Near Lake and Ski Mountain
4 bedrooms, 7 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Home in Litchfield
Litchfield Luxury Home w/Heated Pool
4 bedrooms, 6 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 26 reviews
Superhost
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Bethlehem
Litchfield County Farmhouse with a Modern Twist
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 334 reviews