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Search results; Over 1,000 homes in Litchfield

Top guest favourite
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 5 beds, 2 private bathrooms
27 Jul – 1 Aug
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5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
5.0 out of 5 average rating, 36 reviews
Superhost
Home in Litchfield
The Benjamin Tallmadge Estate
5 bedrooms, 1 queen bed, 3 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Litchfield
Artist's Garden Apartment
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 220 reviews
Top guest favourite
Flat in Litchfield
The Litchfield Nook - Cozy Uptown Apartment
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Jul
4.97 out of 5 average rating, 164 reviews
Top guest favourite
Guest house in Litchfield
The Blacksmith Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Farm stay in Litchfield
Gray Rock Farm - The whole place to yourself
6 bedrooms, 9 beds, 4 bathrooms
20–25 Oct
4.97 out of 5 average rating, 60 reviews
Guest favourite
Tiny home in Litchfield
My Friend's Place
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 119 reviews
Top guest favourite
Home in Litchfield
Spacious Country Comfort
3 bedrooms, 3 queen beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 405 reviews
Top guest favourite
Home in Litchfield
The Main Farmhouse at Gray Rock Farm
4 bedrooms, 6 beds, 3 bathrooms
20–25 Oct
5.0 out of 5 average rating, 60 reviews
Guest favourite
Home in Litchfield
Chic Colonial Charmer near Litchfield Green
4 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Litchfield
Bespoke Litchfield - Kid Friendly, Hot Tub, Bar
5 bedrooms, 9 beds, 3.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Litchfield
The Doctor’s 1781 House on the Litchfield Green
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Litchfield
Bantam Beauty: Surrounded By Nature!
5 bedrooms, 7 beds, 3.5 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 62 reviews
Flat in Litchfield
The Village Apt
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
4.81 out of 5 average rating, 260 reviews
Top guest favourite
Home in Litchfield
Peaceful Riverfront Family Retreat, Litchfield CT
4 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
5.0 out of 5 average rating, 14 reviews
Home in Litchfield
Woodland Country Retreat-Pool+FirePit-nearWineries
4 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
4.88 out of 5 average rating, 66 reviews