Holiday homes in Wintergreen Resort
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Top-rated holiday homes in Wintergreen Resort
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wintergreen Resort condo rentals
Weekly condo rentals
Condo in Wintergreen Resort
4.98 out of 5 average rating, 120 reviewsSlope side+Panoramic Mountain Views!
8 – 15 Sept
Condo in Wintergreen Resort
4.88 out of 5 average rating, 144 reviewsWander Lodge: Golf, Spa, Wine, or just a getaway
21 – 28 Feb
Condo in Wintergreen Resort
4.97 out of 5 average rating, 38 reviewsCozy little condo, near slopes.
5 – 12 May
Condo in Wintergreen Resort
4.86 out of 5 average rating, 81 reviewsWintergreen Resort Vacation Rental!
13 – 20 Sept
Condo in Wintergreen Resort
4.91 out of 5 average rating, 45 reviewsOn the 18th Fairway !
9 – 16 July
Condo in Wintergreen Resort
4.98 out of 5 average rating, 49 reviewsTy's Retreat: Cozy 2-bedroom condo with fireplace
2 – 9 Nov
Condo in Wintergreen Resort
4.89 out of 5 average rating, 53 reviewsGorgeous Sunrises/Shuttle to the Slopes
26 Oct – 2 Nov
Condo in Wintergreen Resort
4.96 out of 5 average rating, 81 reviewsPanoramic views, new extended deck, cozy condo
25 July – 1 Aug
Pet-friendly condo rentals
Condo in Wintergreen Resort
4.96 out of 5 average rating, 155 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
20 – 27 Sept
Condo in Wintergreen Resort
4.96 out of 5 average rating, 235 reviewsFive Minute Walk to Everything!
14 – 21 Jan
Condo in Roseland
4.94 out of 5 average rating, 33 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
19 – 26 Sept
Condo in Wintergreen Resort
4.92 out of 5 average rating, 83 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
26 June – 3 July
Condo in Wintergreen Resort
5.0 out of 5 average rating, 32 reviewsStylish*Updated*Central*Walk to Slopes*Dogs OK!
16 – 23 May
Condo in Wintergreen Resort
5.0 out of 5 average rating, 34 reviewsEnjoy Spring with the Best Views at Wintergreen !
10 – 17 June
Condo in Wintergreen Resort
4.98 out of 5 average rating, 83 reviewsMtn/Firework Views ~ King Suite ~ Pet Friendly
3 – 10 May
Condo in Wintergreen Resort
4.98 out of 5 average rating, 42 reviewsMountain condo! - Close to everything!
13 – 20 May
Condo rentals with a pool
Condo in Wintergreen Resort
4.99 out of 5 average rating, 141 reviews3 BR 3 BA, 2 story condo in Highlands
6 – 13 Jan
Condo in Wintergreen Resort
4.9 out of 5 average rating, 191 reviewsLight Filled Awe-Inspiring Views from Every Window
24 Sept – 1 Oct
Condo in Wintergreen Resort
4.9 out of 5 average rating, 105 reviewsPanoramic Peak: Wintergreen Condo with Views
17 – 24 July
Condo in Wintergreen Resort
4.91 out of 5 average rating, 145 reviewsGorgeous Wintergreen Condo – 2-min to Slopes
15 – 22 Aug
Condo in Wintergreen Resort
4.94 out of 5 average rating, 106 reviewsCozy 2BR+4 min to slopes+hike+golf course view!
21 – 26 July
Condo in Wintergreen Resort
5.0 out of 5 average rating, 70 reviews1 bedroom condo close to hiking breweries & resort
3 – 10 Aug
Condo in Wintergreen Resort
5.0 out of 5 average rating, 22 reviewsBase Camp Condo
3 – 10 May
Condo in Wintergreen Resort
4.99 out of 5 average rating, 83 reviewsPeaceful condo with HOA pool access (seasonal)
21 – 28 Nov
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