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Search results; Over 1,000 homes in Watertown

Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 private bathroom
17–22 Aug
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4.98 out of 5 average rating, 100 reviews
Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 51 reviews
Guest favourite
Guest suite in Watertown
Modern Ranch style apartment.
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.84 out of 5 average rating, 50 reviews
Home in Watertown
Cozy Cottage
2 bedrooms, 3 beds, 1 bathroom
26–31 Aug
4.76 out of 5 average rating, 86 reviews
Superhost
Flat in Watertown
Taft School Watertown/Oakville
2 bedrooms, 1 single bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Guest house in Watertown
Private studio guesthouse
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 119 reviews
Top guest favourite
Home in Watertown
Carriage House on Smith Pond!
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Guest suite in Watertown
Lrg Studio Apartment - walk to Taft
1 queen bed, 1 bathroom
11–16 Aug
4.91 out of 5 average rating, 234 reviews
Home in Watertown
Tiny Home Away From Home - Complete Privacy, Peace
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.8 out of 5 average rating, 76 reviews
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
25–30 Aug
4.88 out of 5 average rating, 32 reviews
Home in Watertown
Guest House on Country Estate
3 bedrooms, 2 queen beds, 1 bathroom
7–12 Aug
4.77 out of 5 average rating, 109 reviews
Top guest favourite
Home in Watertown
Expansive Country Estate w Salt Pool, Gym, Theater
6 bedrooms, 14 beds, 5 bathrooms
28 Sept – 4 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Watertown
Swiss Chalet on 16 private acres in Litchfield, CT
6 bedrooms, 7 beds, 3.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in Watertown
Hidden Serenity at TuKasa - Pool & Billiards
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
4.95 out of 5 average rating, 60 reviews
Home in Watertown
Four Acres Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
5–10 Aug
4.5 out of 5 average rating, 8 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Guest suite in Bethlehem
Cozy Guesthouse, Garden, Fire Pit, Litchfield area
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 363 reviews