Wingina Holiday Rentals

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Holiday Rentals in Wingina

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (294)
"Great view and very clean."
United States
Mary H.
The price is AU$377
includes taxes & fees
20 Oct - 21 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Fully Loaded 8BR in Wintergreen! Sleeps 23
2.0 star property
Fully Loaded 8BR in Wintergreen! Sleeps 23
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
10.0 out of 10, Exceptional, (15)
"Family was in town for a baseball tournament. Was a great quiet place that was clean and well maintained. Pond was fun to fish in. Lots of nice areas to hang out outside or inside. Would definitely come back!"
United States
Craig
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
10.0 out of 10, Exceptional, (246)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
United States
Martha J.
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (330)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
United States
Bruce B.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Among the Trees: Peace, Trails, Tastings at Dobie Slopeside. Prime location.
10.0 out of 10, Exceptional, (18)
"Our stay was fantastic. All the little details made the stay even better. Hand soap, bathroom and kitchen supplies, extra blankets. Beds were very comfortable too! Will definitely stay here again. "
United States
Amber W.
Among the Trees: Peace, Trails, Tastings at Dobie Slopeside. Prime location.
Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (120)
"The condo was very nice . Had all the conveniences you need but, not really for over 60 years of age. Loved the area didn’t like the stairs. Would recommend it to anyone not old."
United States
Laura
The price is AU$381
includes taxes & fees
20 Oct - 21 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
9.6 out of 10, Exceptional, (51)
"Great place to stay for a relaxing weekend in the mountains to escape the heat. Greatly appreciated the fully stocked kitchen! It is truly fully stocked, unlike so many rental places which only claim to be. "
United States
Ryan M.
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
9.0 out of 10, Wonderful, (2)
"Beautiful condo with outstanding mountain views. "
United States
Sherry M.
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Cozy Cabin with private HOT TUB!
10.0 out of 10, Exceptional, (26)
"This location was a nice place to relax and enjoy family time."
United States
Melissa H.
Cozy Cabin with private HOT TUB!
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
10.0 out of 10, Exceptional, (6)
"We loved our quick stay. Check in and check out were very low-key, easy, and flexible. The cabin was immaculate and well appointed with everything we could need. "
United States
Corey B.
The price is AU$421
includes taxes & fees
20 Oct - 21 Oct
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
Cozy cabin for 2 w/ great mt views & walking trails!
10.0 out of 10, Exceptional, (167)
"Everything about this cabin is perfect. Very peaceful location, we loved it!"
United States
A H.
The price is AU$297
includes taxes & fees
2 Nov - 3 Nov
Cozy cabin for 2 w/ great mt views & walking trails!
Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (87)
"Loved our stay at Ledges. It was perfect for our family. We loved the views and the accommodations were just perfect!"
United States
Daphne M.
Endless Mountain Top Views from All The Way Up!
Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
10.0 out of 10, Exceptional, (21)
"Thank you, we enjoyed our little vacation! The pool was the best part !"
United States
Dominika P.
Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
9.8 out of 10, Exceptional, (54)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
United States
Sherry M.
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
10.0 out of 10, Exceptional, (66)
"Really enjoyed our family weekend at this house! "
United States
Ryan G.
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
You deserve it all! Awesome Views, Comfy Condo & Elevator!
9.8 out of 10, Exceptional, (192)
"Nice view along with a spacious layout. Was very nice location. "
United States
Daniel
You deserve it all! Awesome Views, Comfy Condo & Elevator!
NEW! Warren’s Woods! Cozy 5-bedroom house in fantastic Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"We had a fabulous stay at Warren’s Woods! The location of the house is perfectly situated within Wintergreen, a short walk or drive to hiking and the main resort facilities. We enjoyed the hot tub and wood burning fireplace. The kitchen was very well stocked and the layout of the house was great for 2 families. We’ll be back! 5 stars! "
United States
Beth K.
NEW! Warren’s Woods! Cozy 5-bedroom house in fantastic Wintergreen Resort
The Modern Mountain Condo
10.0 out of 10, Exceptional, (30)
"Ideal location for skiing at Wintergreen. "
United States
Ashok G.
The price is AU$372
includes taxes & fees
20 Oct - 21 Oct
The Modern Mountain Condo
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
9.6 out of 10, Exceptional, (137)
"Very clean place and very accommodating host"
United States
Jeff
The price is AU$386
includes taxes & fees
2 Nov - 3 Nov
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wingina Hotel Reviews

Find out more about Wingina

Everything you need to know about Wingina holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wingina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wingina holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wingina holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wingina. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wingina holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wingina holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wingina rentals

At Expedia, we put the best Wingina holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wingina rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wingina holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wingina. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wingina?

Yes, there are holiday rentals close to the most popular sights in Wingina, or you can select a more secluded option if you're looking for a relaxing stay. Wingina is known for its parks.

What are some of the best holiday rentals that Wingina has to offer?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This holiday home rental outside of Wingina is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Wingina?

Expedia has 3 holiday rentals for your stay in Wingina.

What can I see and do in Wingina?

James River and James River at Wingina are a couple of lovely local spots to get outside and enjoy nature. James River State Park and James River State Wildlife Management Area are other places to visit while you're in town.

What are holiday rentals like in Wingina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wingina. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.