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Search results; Over 1,000 homes in Middlebury
Over 1,000 homes in Middlebury
Top guest favourite
Guest favourite
Home in Middlebury
New England Charm!
1 bedroom
,
·
1 bed
,
·
1 private bathroom
15–20 Sept
15–20 Sept
$1,833 SGD
$1,644 SGD
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for 5 nights
,
·
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Room in Middlebury
Cunningham Towers
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$720 SGD
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for 5 nights
$720 SGD for 5 nights
4.83 out of 5 average rating, 42 reviews
4.83 (42)
Top guest favourite
Guest favourite
Flat in Middlebury
Cozy Apartment with Water View of Brook
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$983 SGD
$869 SGD
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for 5 nights
4.94 out of 5 average rating, 169 reviews
4.94 (169)
Guest favourite
Guest favourite
Flat in Middlebury
Cozy One Bedroom Apartment in Middlebury, CT
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$877 SGD
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for 5 nights
$877 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Guest favourite
Guest favourite
Home in Watertown
Historic Litchfield County Home
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$4,915 SGD
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for 5 nights
$4,915 SGD for 5 nights
4.88 out of 5 average rating, 33 reviews
4.88 (33)
Guest favourite
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
16–21 Oct
16–21 Oct
$1,724 SGD
$1,530 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 106 reviews
4.95 (106)
Guest favourite
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Sept
12–17 Sept
$2,159 SGD
$1,893 SGD
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for 5 nights
4.94 out of 5 average rating, 107 reviews
4.94 (107)
Top guest favourite
Guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$2,232 SGD
$1,972 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,123 SGD
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for 5 nights
$1,123 SGD for 5 nights
4.86 out of 5 average rating, 14 reviews
4.86 (14)
Home in Woodbury
Nature & Luxury @Lavender Lake Est (Kosher option)
6 bedrooms
6 bedrooms
,
·
11 beds
11 beds
,
·
5.5 bathrooms
5.5 bathrooms
1–6 Oct
1–6 Oct
$7,826 SGD
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for 5 nights
$7,826 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favourite
Guest favourite
Flat in Waterbury
KG Comfortable living.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,047 SGD
$926 SGD
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for 5 nights
Free cancellation
4.86 out of 5 average rating, 79 reviews
4.86 (79)
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Nov
10–15 Nov
$1,601 SGD
Show price breakdown
for 5 nights
$1,601 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 78 reviews
4.9 (78)
Guest favourite
Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$820 SGD
$736 SGD
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for 5 nights
4.87 out of 5 average rating, 63 reviews
4.87 (63)
Guest favourite
Guest favourite
Flat in Waterbury
Home away from home
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$895 SGD
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for 5 nights
$895 SGD for 5 nights
4.92 out of 5 average rating, 112 reviews
4.92 (112)
Guest favourite
Guest favourite
Guest house in Watertown
Private studio guesthouse
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$723 SGD
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for 5 nights
$723 SGD for 5 nights
4.93 out of 5 average rating, 123 reviews
4.93 (123)
Guest favourite
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
14–19 Sept
14–19 Sept
$2,549 SGD
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for 5 nights
$2,549 SGD for 5 nights
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favourite
Guest favourite
Flat in Waterbury
Comfortable 2BR Home in Waterbury, CT
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,078 SGD
$971 SGD
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for 5 nights
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Guest favourite
Guest favourite
Flat in Southbury
Cozy Connecticut getaway!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$1,092 SGD
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for 5 nights
$1,092 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Guest favourite
Guest favourite
Guest suite in Waterbury
Private cozy getaway
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$836 SGD
$741 SGD
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for 5 nights
4.88 out of 5 average rating, 176 reviews
4.88 (176)
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