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Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 19
Apartment in Wintergreen Resort
Cozy 1-bedroom Condo with Fireplace Near Ski Slope
1 bedroom
,
·
1 bed
,
·
1 private bathroom
4–9 Oct
4–9 Oct
$733 SGD
$622 SGD
Show price breakdown
for 5 nights
,
·
4.75 out of 5 average rating, 102 reviews
4.75 (102)
Photo 1 of 29
Superhost
Superhost
Cabin in Wintergreen Resort
Tales from a Treehouse: Relax, Gather, Explore
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
2–7 Oct
2–7 Oct
$2,571 SGD
$2,125 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 29
Guest favourite
Guest favourite
Townhouse in Wintergreen Resort
Wild Ridges - Newly Renovated!
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Mar
1–6 Mar
$2,047 SGD
Show price breakdown
for 5 nights
$2,047 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Photo 1 of 29
Top guest favourite
Guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,625 SGD
$3,192 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 92 reviews
5.0 (92)
Photo 1 of 29
Guest favourite
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,033 SGD
$883 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 196 reviews
4.94 (196)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Nov
2–7 Nov
$1,299 SGD
Show price breakdown
for 5 nights
$1,299 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Superhost
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$658 SGD
$601 SGD
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for 5 nights
Extended stay discount
4.92 out of 5 average rating, 216 reviews
4.92 (216)
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,402 SGD
$1,276 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 170 reviews
4.95 (170)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–29 Sept
24–29 Sept
$1,680 SGD
$1,488 SGD
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for 5 nights
4.98 out of 5 average rating, 232 reviews
4.98 (232)
Photo 1 of 26
Guest favourite
Guest favourite
Home in Nellysford
Charming Wintergreen resort home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
25–30 Sept
25–30 Sept
$2,219 SGD
$1,838 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 33 reviews
4.88 (33)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$1,227 SGD
$1,029 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 48 reviews
4.98 (48)
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
20–25 Sept
20–25 Sept
$2,010 SGD
$1,774 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 185 reviews
4.99 (185)
Photo 1 of 29
Superhost
Superhost
Flat in Wintergreen Resort
Swoopside Perch: Gather+Relax+Explore w/ Mtn Views
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Oct
2–7 Oct
$1,830 SGD
$1,506 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 23
Superhost
Superhost
Flat in Wintergreen Resort
Eagle’s Nest @ Wintergreen
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,608 SGD
Show price breakdown
for 5 nights
$1,608 SGD for 5 nights
New place to stay
New
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
$2,469 SGD
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for 5 nights
$2,469 SGD for 5 nights
4.97 out of 5 average rating, 130 reviews
4.97 (130)
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
20–25 Sept
20–25 Sept
$2,338 SGD
$2,023 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
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,048 SGD
$1,863 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,319 SGD
$1,095 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Photo 1 of 21
Guest favourite
Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Nov
15–20 Nov
$1,733 SGD
$1,535 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 200 reviews
4.95 (200)
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