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Search results; Over 1,000 homes in Watertown

Guest favourite
Guest suite in Watertown
Modern Ranch style apartment.
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.85 out of 5 average rating, 53 reviews
Guest favourite
Guest house in Watertown
Private studio guesthouse
1 queen bed, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 124 reviews
Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 57 reviews
Superhost
Flat in Watertown
Taft School Watertown/Oakville
2 bedrooms, 1 single bed, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 102 reviews
Guest favourite
Home in Watertown
Cozy Cottage
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.77 out of 5 average rating, 92 reviews
Guest favourite
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
22–27 Sept
4.88 out of 5 average rating, 33 reviews
Top guest favourite
Home in Watertown
The Great Escape Estate w Salt Pool, Gym, Theater
6 bedrooms, 14 beds, 5.5 bathrooms
28 Sept – 4 Oct
5.0 out of 5 average rating, 31 reviews
Home in Watertown
Tiny Home Away From Home - Complete Privacy, Peace
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.8 out of 5 average rating, 79 reviews
Top guest favourite
Home in Bethlehem
Litchfield County Farmhouse with a Modern Twist
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 336 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 107 reviews
Home in Watertown
Guest House on Country Estate
3 bedrooms, 2 queen beds, 1 bathroom
19–24 Sept
4.76 out of 5 average rating, 110 reviews
Top guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
3 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 14 reviews
Home in Watertown
Gather your family at this Country Estate!
5 bedrooms, 7 beds, 2.5 bathrooms
15–20 Sept
4.79 out of 5 average rating, 57 reviews
Top guest favourite
Guest suite in Watertown
Hidden Serenity at TuKasa - Pool & Billiards
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 65 reviews
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Sept
4.96 out of 5 average rating, 23 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
Guest favourite
Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds, 4.5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Plymouth
Cozy Oasis, Lakefront with Stunning Sunset Views
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 152 reviews