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Search results; Over 1,000 homes in Watertown

Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 52 reviews
Guest favourite
Guest house in Watertown
Private studio guesthouse
1 queen bed, 1 bathroom
24–29 Oct
4.93 out of 5 average rating, 122 reviews
Home in Watertown
Cozy Cottage
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.76 out of 5 average rating, 87 reviews
Superhost
Flat in Watertown
Taft School Watertown/Oakville
2 bedrooms, 1 single bed, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Guest suite in Watertown
Modern Ranch style apartment.
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 52 reviews
Home in Watertown
Tiny Home Away From Home - Complete Privacy, Peace
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
4.81 out of 5 average rating, 77 reviews
Top guest favourite
Home in Watertown
Carriage House on Smith Pond!
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.96 out of 5 average rating, 51 reviews
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Aug
4.88 out of 5 average rating, 32 reviews
Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 101 reviews
Guest favourite
Guest suite in Watertown
Hidden Serenity at TuKasa - Pool & Billiards
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
4.95 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in Harwinton
Beautiful Brook-side Log Cabin on 3 Private Acres
2 bedrooms, 2 queen beds, 1.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 109 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
4.94 out of 5 average rating, 107 reviews
Guest favourite
Home in Watertown
Swiss Chalet on 16 private acres in Litchfield, CT
6 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 159 reviews
Townhouse in Morris
Connecticut Retreat: Steps to Historic Downtown!
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.85 out of 5 average rating, 20 reviews
Guest favourite
Home in Watertown
Litchfield County Cottage
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews