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Wintergreen Resort, Virginia, United States of America
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Wintergreen Resort vacation rentals

We found 808 vacation rentals — enter your dates for availability

Discover a selection of 1,000 vacation rentals in Wintergreen Resort that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including high chairs for kids and kitchens. Prices start at $122 per night, and chalets and hotels are popular options for a stay in Wintergreen Resort. Either way, you'll find a rental for everyone's needs.
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Cabins

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Cottages

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Estates

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Condos/Apartments

View 247 Condos/Apartments

Find the best place to stay — Wintergreen Resort

Book your summer in a New 2B/2B fully renovated condo at Laurelwood Wintergreen with pool access

2 Bedrooms · 2 Bathrooms
$193 avg/night
(1)

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
$155 avg/night
(29)

Mountain View Wintergreen Condo - Sleeps up to 4

1 Bedroom · 1 Bathroom
$221 avg/night
(5)

Wintergreen Resort Condo: 1 Mi to Skiing!

1 Bedroom · 2 Bathrooms
$122 avg/night

New! Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course

2 Bedrooms · 2 Bathrooms
$181 avg/night
(8)

Best Location in Wintergreen Resort-248 Timbers!

1 Bedroom · 1 Bathroom
$145 avg/night

Search 808 vacation rentals

Top rated rentals — Wintergreen Resort
Stayed Sep 2023

Great weekend getaway spot

Took my sister here for her 50th since it’s about halfway between her home in Pa and mine in NC. The condo was immaculate- even smelled fresh and clean. The view was amazing, furnishings adorable and modern. Condo was equipped with all the essentials...

kristin m.
kristin m.
Stayed Sep 2023

Spectacular Views!

The condo was a perfect relaxing getaway. The views of the mountains are beautiful. The place was very clean. Della reached out to me everyday to make sure I had everything that I needed. I would definitely recommend the condo to anyone looking for a...

Lyheng N.
Lyheng N.
Stayed Sep 2023

A solid location for a fantastic experience

This was for a two night getaway for a bunch of guys and this house really did the trick. It has plenty of space, rooms and beds (including a fun little loft with a mattress. The hot tub was an excellent source of relaxation and fun. The trails right...

Zachary F.
Zachary F.
Stayed Sep 2023

Labor Day & Birthday family trip

Great location off the Parkway between Natural Bridge and Shenandoah National Park with lots to do in the area. The neighborhood has a general store which was a life saver because we didn’t stop and get groceries thinking we would have another opport...

Jennifer M.
Jennifer M.
Stayed Aug 2023

Rental With A View!

Have stayed many times over the years at several spots at Wintergreen. All have been great experiences but this was one of the best locations. Comfortable bed, plenty of towels and linens, well stocked kitchen, etc. Strong WiFi signal so was easy to ...

Brian E.
Brian E.
Stayed Aug 2023

Review

We had a wonderful stay! One negative would be that there were not enough Large towels for all of us, thankfully we brought extras. Also, we had to search for extra toilet paper. But other than that..it was a GREAT stay! Thank you so much for sharing...

Janet C.
Janet C.
Stayed Aug 2023

Great Mountain Getaway

This was our first visit to Wintergreen and staying at this Condo afforded us access to this beautiful mountain area and amenities. The Condo was perfect for our needs. We loved the seclusion and proximity to great hiking trails. Easy booking, check ...

Wendy S.
Wendy S.
Stayed Aug 2023

Great Wintergreen Getaway

We really enjoyed our stay. The hosts were responsive to questions and included a website and guidebook with detailed information about the area. The house was very clean and well-maintained. The kitchen was stocked with everything needed to cook. Be...

Allan R.
Allan R.

Vienna, VA USA

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How many vacation rentals are available around Wintergreen Resort?

Our 2023 property listings offer a large selection of 808 vacation rentals around Wintergreen Resort. From 10 chalet rentals to 3 hotel rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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