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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
Show price breakdown
for 5 nights
,
·
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 106 reviews
4.95 (106)
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
Show price breakdown
for 5 nights
$877 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Top guest favourite
Guest favourite
Home in Woodbury
Your Perfectly Wonderful Woodbury Sanctuary!
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Oct – 2 Nov
28 Oct – 2 Nov
$2,530 SGD
Show price breakdown
for 5 nights
$2,530 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 147 reviews
4.99 (147)
Home in Middlebury
Lake Quassapaug Homestead
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$2,664 SGD
Show price breakdown
for 5 nights
$2,664 SGD for 5 nights
Free cancellation
4.75 out of 5 average rating, 8 reviews
4.75 (8)
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
Show price breakdown
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
Home in Bethlehem
The Parish house
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$1,798 SGD
Show price breakdown
for 5 nights
$1,798 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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)
Home in Watertown
Cozy Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,573 SGD
$1,180 SGD
Show price breakdown
for 5 nights
Free cancellation
4.77 out of 5 average rating, 91 reviews
4.77 (91)
Guest favourite
Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$983 SGD
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for 5 nights
$983 SGD for 5 nights
4.95 out of 5 average rating, 56 reviews
4.95 (56)
Guest favourite
Guest favourite
Home in Waterbury
Beautiful bunker hill home with Gym and yard!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$1,516 SGD
$1,275 SGD
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for 5 nights
4.75 out of 5 average rating, 12 reviews
4.75 (12)
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
Show price breakdown
for 5 nights
$4,915 SGD for 5 nights
4.88 out of 5 average rating, 33 reviews
4.88 (33)
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
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)
Featured hotel
Featured hotel
Room in Southbury
Double room
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,118 SGD
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for 5 nights
$1,118 SGD for 5 nights
+$151 SGD Airbnb credit
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Oct
11–16 Oct
$1,370 SGD
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for 5 nights
$1,370 SGD for 5 nights
4.96 out of 5 average rating, 161 reviews
4.96 (161)
Guest suite in Middlebury
Country Retreat Near Lake Quassapaug
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Sept – 7 Oct
30 Sept – 7 Oct
$2,375 SGD
$1,937 SGD
Show price breakdown
for 7 nights
Weekly discount
4.9 out of 5 average rating, 49 reviews
4.9 (49)
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)
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