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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
Superhost
Home in Litchfield
The Benjamin Tallmadge Estate
New place to stay, 5 bedrooms, 1 bed, 3 bathrooms
1–6 Sept
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
23–28 Aug
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Flat in Litchfield
Artist's Garden Apartment
4.99 out of 5 average rating, 220 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Litchfield
Charming Victorian | Walk to Litchfield Green
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Flat in Litchfield
The Litchfield Nook - Cozy Uptown Apartment
4.97 out of 5 average rating, 164 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
Home in Litchfield
Flying Brook Farm
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Flat in Litchfield
The Overlook...HOST & Co.
4.98 out of 5 average rating, 134 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Litchfield
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
4.87 out of 5 average rating, 405 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Litchfield
Spacious Country Comfort
5.0 out of 5 average rating, 63 reviews, 3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
Guest suite in Thomaston
Tranquil Farmhouse Retreat
4.81 out of 5 average rating, 111 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Guest house in Litchfield
The Blacksmith Cottage
4.94 out of 5 average rating, 62 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
Flat in Litchfield
The Village Apt
4.81 out of 5 average rating, 260 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Top guest favourite
Guest house in Litchfield
Cozy Guest House on 15 Acres
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Home in Litchfield
The Getaway-HOST & Co.
4.83 out of 5 average rating, 113 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Jul
Top guest favourite
Home in Litchfield
Home in historic Litchfield village
4.96 out of 5 average rating, 108 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Townhouse in Morris
Connecticut Retreat: Steps to Historic Downtown!
4.84 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Top guest favourite
Holiday home in Warren
Private new house on 10 acres of pristine nature
4.98 out of 5 average rating, 219 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul