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Search results; Over 1,000 homes in Watertown

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Home in Watertown

Tiny Home Away From Home - Complete Privacy, Peace

1 bedroom, 2 beds, 1 private bathroom

19–24 Oct

$933 SGD for 5 nights

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4.8 out of 5 average rating, 79 reviews

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Guest favourite

Flat in Watertown

Steele Brook Manor

2 bedrooms, 3 beds, 1 bathroom

4–9 Oct

$909 SGD for 5 nights

4.95 out of 5 average rating, 59 reviews

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Guest favourite

Home in Watertown

Cozy Cottage

2 bedrooms, 3 beds, 1 bathroom

4–9 Oct

$1,191 SGD for 5 nights

Free cancellation

4.77 out of 5 average rating, 93 reviews

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Guest favourite

Guest house in Watertown

Private studio guesthouse

1 queen bed, 1 bathroom

28 Oct – 2 Nov

$730 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 130 reviews

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Top guest favourite

Guest suite in Watertown

Private King suite w/ separate entry-Walk to Taft!

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$1,494 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 103 reviews

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Superhost

Flat in Watertown

Taft School Watertown/Oakville

2 bedrooms, 1 single bed, 1 bathroom

11–16 Oct

$911 SGD for 5 nights

4.96 out of 5 average rating, 28 reviews

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Guest favourite

Home in Watertown

Historic Litchfield County Home

5 bedrooms, 6 beds, 3.5 bathrooms

1–6 Oct

$5,216 SGD for 5 nights

4.88 out of 5 average rating, 33 reviews

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Guest favourite

Guest suite in Watertown

Modern Ranch style apartment.

1 bedroom, 1 queen bed, 1 bathroom

3–8 Nov

$735 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 54 reviews

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Top guest favourite

Home in Watertown

Carriage House on Smith Pond!

1 bedroom, 1 queen bed, 1 bathroom

28 Oct – 2 Nov

$1,136 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 59 reviews

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Top guest favourite

Home in Watertown

Litchfield County Cottage

2 bedrooms, 3 beds, 1 bathroom

18–23 Dec

$2,235 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 9 reviews

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Guest favourite

Home in Watertown

Swiss Chalet on 16 private acres in Litchfield, CT

6 bedrooms, 7 beds, 3.5 bathrooms

1–6 Oct

$8,744 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

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Home in Watertown

Guest House on Country Estate

3 bedrooms, 2 queen beds, 1 bathroom

1–6 Oct

$1,818 SGD for 5 nights

4.76 out of 5 average rating, 110 reviews

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Top guest favourite

Home in Watertown

Great Escape Estate w Pool, Gym, Theater & Spa

6 bedrooms, 14 beds, 5.5 bathrooms

26 Oct – 1 Nov

$13,589 SGD for 6 nights

Free cancellation

5.0 out of 5 average rating, 31 reviews

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Cottage in Watertown

Lakefront Glamping: Fishing*Swimming*Boating

1 bedroom, 4 beds, 1.5 bathrooms

23–28 Oct

$1,325 SGD for 5 nights

Free cancellation

4.81 out of 5 average rating, 175 reviews

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Home in Watertown

Gather your family at this Country Estate!

5 bedrooms, 7 beds, 2.5 bathrooms

12–17 Oct

$2,677 SGD for 5 nights

4.79 out of 5 average rating, 57 reviews

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Top guest favourite

Guest suite in Watertown

Hidden Serenity at TuKasa - Pool & Billiards

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$1,600 SGD for 5 nights

4.96 out of 5 average rating, 67 reviews

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Featured hotel

Hotel in Southbury

Heritage Hotel Golf & Conference Center, Double r.

1 bedroom, 2 double beds, 1 bathroom

4–9 Oct

$976 SGD for 5 nights

+$129 SGD Airbnb credit

5.0 out of 5 average rating, 3 reviews

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Home in Watertown

Four Acres Retreat

4 bedrooms, 5 beds, 2.5 bathrooms

1–6 Oct

4.67 out of 5 average rating, 12 reviews

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Top guest favourite

Cottage in Woodbury

The serenity farm cottage

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$1,266 SGD for 5 nights

Free cancellation

4.89 out of 5 average rating, 28 reviews