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Search results; Over 1,000 homes
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Photo 1 of 29
Superhost
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom
,
·
2 beds
,
·
1 private bathroom
25–30 Oct
25–30 Oct
$753 SGD
$687 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 216 reviews
4.92 (216)
Photo 1 of 20
Top guest favourite
Guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
16–21 Sept
16–21 Sept
$1,770 SGD
Show price breakdown
for 5 nights
$1,770 SGD for 5 nights
4.99 out of 5 average rating, 185 reviews
4.99 (185)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 10 • Breweries
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
$1,779 SGD
$1,659 SGD
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for 5 nights
Extended stay discount
4.92 out of 5 average rating, 49 reviews
4.92 (49)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Roseland
Large Mountain Villa in the Center of Wintergreen
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
16–21 Sept
16–21 Sept
$2,562 SGD
$2,202 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Photo 1 of 29
Top guest favourite
Guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
16–21 Sept
16–21 Sept
$2,045 SGD
$1,304 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 114 reviews
4.97 (114)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,927 SGD
$1,577 SGD
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for 5 nights
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Luxury home Game room Sauna, Hot Tub, Pets Welcome
4 bedrooms
4 bedrooms
,
·
12 beds
12 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Sept
16–21 Sept
$7,813 SGD
$3,279 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,388 SGD
$1,949 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 238 reviews
4.97 (238)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Wintergreen Resort
Family Chalet · 3 Levels · Hot Tub, Sauna, Game Rm
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
4 bathrooms
4 bathrooms
21–26 Sept
21–26 Sept
$2,875 SGD
$2,633 SGD
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for 5 nights
4.96 out of 5 average rating, 51 reviews
4.96 (51)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$1,289 SGD
$1,031 SGD
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for 5 nights
4.95 out of 5 average rating, 170 reviews
4.95 (170)
Photo 1 of 24
Guest favourite
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$1,507 SGD
$1,295 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 85 reviews
4.91 (85)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
16–21 Sept
16–21 Sept
$1,803 SGD
$1,210 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 88 reviews
4.98 (88)
Photo 1 of 29
Top guest favourite
Guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
16–21 Sept
16–21 Sept
$1,947 SGD
Show price breakdown
for 5 nights
$1,947 SGD for 5 nights
4.92 out of 5 average rating, 130 reviews
4.92 (130)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Wintergreen Resort
Fantasticviews/FallFoliage/PupFriendly!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$1,605 SGD
$1,467 SGD
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for 5 nights
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Photo 1 of 21
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms
3 bedrooms
,
·
2 bunk beds
2 bunk beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$1,332 SGD
$1,076 SGD
Show price breakdown
for 5 nights
4.84 out of 5 average rating, 67 reviews
4.84 (67)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$2,464 SGD
$1,971 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.97 out of 5 average rating, 130 reviews
4.97 (130)
Photo 1 of 26
Guest favourite
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$1,064 SGD
Show price breakdown
for 5 nights
$1,064 SGD for 5 nights
4.93 out of 5 average rating, 199 reviews
4.93 (199)
Photo 1 of 29
Guest favourite
Guest favourite
Townhouse in Wintergreen Resort
4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Sept
16–21 Sept
$1,965 SGD
$1,781 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 102 reviews
4.92 (102)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Sept
16–21 Sept
$3,240 SGD
$2,478 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 47 reviews
4.98 (47)
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