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Search results; Over 1,000 homes in Winchester
Over 1,000 homes in Winchester
Superhost
Superhost
Cabin in Winchester
Lakeside rustic seasonal cottage
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
13–18 Sept
13–18 Sept
$711 SGD
Show price breakdown
for 5 nights
$711 SGD for 5 nights
,
·
4.83 out of 5 average rating, 36 reviews
4.83 (36)
Guest favourite
Guest favourite
Cottage in Winchester
The Humblebee Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,388 SGD
$1,263 SGD
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for 5 nights
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Guest favourite
Guest favourite
Cabin in Winchester
The Ironclad Mountain Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,387 SGD
Show price breakdown
for 5 nights
$1,387 SGD for 5 nights
4.83 out of 5 average rating, 60 reviews
4.83 (60)
Guest favourite
Guest favourite
Home in Richmond
Porcupine Hill Farm
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,820 SGD
$2,494 SGD
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for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Brattleboro
Charming 2BR Vermont Home • Porch • Full Kitchen
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$1,309 SGD
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for 5 nights
$1,309 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Cabin in West Brattleboro
Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,935 SGD
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for 5 nights
$1,935 SGD for 5 nights
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Superhost
Superhost
Home in Brattleboro
Bright, spacious country home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,043 SGD
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for 5 nights
$2,043 SGD for 5 nights
4.91 out of 5 average rating, 65 reviews
4.91 (65)
Top guest favourite
Guest favourite
Home in West Brattleboro
Private Brookside Farmhouse
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
14–19 Sept
14–19 Sept
$1,311 SGD
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for 5 nights
$1,311 SGD for 5 nights
4.93 out of 5 average rating, 88 reviews
4.93 (88)
Top guest favourite
Guest favourite
Home in Keene
The Brick House on Washington Street
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$2,331 SGD
Show price breakdown
for 5 nights
$2,331 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 249 reviews
4.93 (249)
Guest favourite
Guest favourite
Flat in Greenfield
Treetop Haven
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Oct – 2 Nov
28 Oct – 2 Nov
$1,238 SGD
Show price breakdown
for 5 nights
$1,238 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 47 reviews
4.91 (47)
Top guest favourite
Guest favourite
Flat in Keene
The Murdock Suite @ The Large House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,154 SGD
Show price breakdown
for 5 nights
$1,154 SGD for 5 nights
4.95 out of 5 average rating, 80 reviews
4.95 (80)
Home in Royalston
Historic Home w/ Modern Updates on < 4 Acres
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,507 SGD
Show price breakdown
for 5 nights
$2,507 SGD for 5 nights
4.93 out of 5 average rating, 76 reviews
4.93 (76)
Bed and breakfast in Northfield
Deerfield King Suite at Centennial House B&B
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,781 SGD
$1,425 SGD
Show price breakdown
for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Farm stay in Warwick
Be Still Meadows at Chase Hill Farm - entire home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,286 SGD
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for 5 nights
$2,286 SGD for 5 nights
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Guest favourite
Guest favourite
Home in Northfield
Cozy Home with Relaxing Views
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
15–22 Sept
15–22 Sept
$2,476 SGD
Show price breakdown
for 7 nights
$2,476 SGD for 7 nights
Free cancellation
4.88 out of 5 average rating, 32 reviews
4.88 (32)
Guest favourite
Guest favourite
Home in Jaffrey
John's Mountain Hideaway
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
10–15 Sept
10–15 Sept
$1,584 SGD
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for 5 nights
$1,584 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Cabin in Brattleboro
Log Cabin on Maple Sugar Farm
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–28 Sept
23–28 Sept
$2,480 SGD
Show price breakdown
for 5 nights
$2,480 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 32 reviews
4.91 (32)
Top guest favourite
Guest favourite
Home in Colrain
Secluded Farmhouse Retreat - stunning views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–19 Sept
14–19 Sept
$2,380 SGD
Show price breakdown
for 5 nights
$2,380 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 198 reviews
4.94 (198)
Guest favourite
Guest favourite
Home in Guilford
Cozy Private Cabin in the Woods • Hemlock Haven
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,092 SGD
Show price breakdown
for 5 nights
$1,092 SGD for 5 nights
4.92 out of 5 average rating, 13 reviews
4.92 (13)
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