Wingina Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Wingina

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is HK$1,090
HK$2,150 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (65)
"This is a lovely cabin perfectly appointed throughout. The host was very attentive. I would stay again."
The price is HK$1,012
HK$1,547 total
includes taxes & fees
26 Nov - 27 Nov
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Endless Mountain Top Views from All The Way Up!
Property grounds

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (51)
"This was our second time at this location. It is well equipped, clean, comfortable and the location is great. It sits at the top of the ridge, so views of sunrise and the evening sky are beautiful. The owners are responsive and accommodating. We "
Endless Mountain Top Views from All The Way Up!
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Miscellaneous

Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!

10.0 out of 10, Exceptional, (226)
"Our annual girls weekends are our favorite time of year staying here. The coziness, the stunning views, and amazing host are unbeatable! "
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Cozy cabin for 2 w/ great mt views & walking trails!
Outdoor dining

Cozy cabin for 2 w/ great mt views & walking trails!

10.0 out of 10, Exceptional, (142)
"My wife and I stayed to celebrate our 11 year anniversary. The fall colors around the property were so beautiful. The cabin itself was very clean, well appointed, comfortable and serene. The back porch was perfect for sitting on a cool fall night/morning watching and listening to the wildlife. We cannot wait to stay here again. "
The price is HK$1,051
HK$1,451 total
includes taxes & fees
26 Nov - 27 Nov
Cozy cabin for 2 w/ great mt views & walking trails!
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Terrace/patio

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (283)
"We came to stay in this area to attend my best friend's wedding. There were around 100 guests at the wedding and everyone had rented a home in the area. Our location was perfect! We were near other guests, the venue, and several breweries. There were several activities planed at the resort as well. We were able to spend one day in Charlottesville as well but it was around a 50 minute drive. We really enjoyed the view and trails around the home. There are several balconies to relax on but we...
The price is HK$1,160
HK$2,990 total
includes taxes & fees
1 Dec - 2 Dec
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
Outdoor dining

Travelers' Rest--Your Wintergreen Retreat in the Center of it All!

9.8 out of 10, Exceptional, (16)
"Our weekend was easily a 9;8 (a number we saw posted in the info you provided)...and we look forward to returning to this exact location...We loved the quality, uniqueness, and location of Traveler's Rest.....The weekend was as near perfect as it gets with the Condo, the food at The Echo, and the weather...The food and service at The Echo was excellent and deserves a higher rating than we saw...Denise and I had a really special experience, one that we won't forget...."
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Exterior

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (123)
"This lovely little cottage on the piney river was the perfect place to celebrate 35 years of marriage. The setting was beautiful and the accommodations spacious yet intimate. The cottage demonstrates an obvious history of love and good memories. We fished the section of river assigned and got skunked. The beauty of the setting was more than compensation for this disappointment. The owners have set up a welcoming, warm and friendly vibe that made it a pleasure to stay at Sycamore Shade. We...
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Exterior

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

9.8 out of 10, Exceptional, (62)
"Very comfortable well appointed house in an excellent location. The proximity of the AT and hikes we could walk to was greatly appreciated. The deck was wonderful…we utilized the gas fire pit every night. The trees blocked our view of mountains but we enjoyed listening to music and watching the squirrels. "
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
Fridge, microwave, oven, stovetop

5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views

10.0 out of 10, Exceptional, (22)
"This home is very clean with plenty of room for a big family. Beautiful views! Fresh flowers and a basket of fruit welcomed us. "
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
Cozy Country small two bedroom home.
Property grounds

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (13)
"This was a nice cozy comfortable house nearby Crabtree falls hiking! We would stay here again."
The price is HK$1,051
HK$1,906 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Country small two bedroom home.
Perfect Getaway for Vacation or Staycation!!
Property grounds

Perfect Getaway for Vacation or Staycation!!

10.0 out of 10, Exceptional, (17)
"A tiny condo with owner Who was reluctant to give me the code to the front door within two days of arrival. He said, « I already gave it to you », but I could not find it and he continued that same dialogue until the following day – with one .day before arrival.. The kitchen was wonderful"
Perfect Getaway for Vacation or Staycation!!
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Outdoor dining

Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities

10.0 out of 10, Exceptional, (292)
"In this well stocked condo my husband and I were able to comfortably entertain our daughter and her husband for dinners. We enjoyed exploring the Blue Ridge Parkway as well as a nearby town’s charming fall festival and brewery. "
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Restored Double Log Cabin on 400 Mountain Acres
Terrace/patio

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (225)
"Excellent place and we want to come back soon. If you like to relax, enjoy nature, get away from it all and sit in a rocker on the porch of an awesome cabin in the woods, this is the place for you. Rustic modern and wonderful."
Restored Double Log Cabin on 400 Mountain Acres
Wintergreen Condo w/ Balcony + Mountain Views!
Interior

Wintergreen Condo w/ Balcony + Mountain Views!

9.8 out of 10, Exceptional, (26)
"Clean, comfortable. Have written driving directions as mobile data iffy. Beautiful view."
Wintergreen Condo w/ Balcony + Mountain Views!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (296)
"The property is very well maintained. The host is amazing, she makes sure that you have most of what you may need stocked in the condo. The condo was so peaceful that me and my wife didn't want to leave."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
View from the Top
Smart TV, fireplace, DVD player, books

View from the Top

10.0 out of 10, Exceptional, (45)
"We really enjoyed our stay and the wonderful mountain vews! Very comfortable condo."
View from the Top
Wintergreen Resort Vacation Rental w/ Pool Access!
Property grounds

Wintergreen Resort Vacation Rental w/ Pool Access!

9.8 out of 10, Exceptional, (10)
"This was a great location for a fall trip. Everything we needed in the unit! Easy access and plenty of parking. Close to wineries, ciders and breweries with great views. Hiking along Blue Ridge. "
Wintergreen Resort Vacation Rental w/ Pool Access!
Your Winter Mountain Cabin Getaway Awaits!
Dining

Your Winter Mountain Cabin Getaway Awaits!

10.0 out of 10, Exceptional, (22)
"Can’t say enough about this fantastic cabin! I’ve never stayed at a home w such a well appointed kitchen! The house was decorated beautifully and was delightfully cozy. And our best hikes were right outside our back door! Can’t wait to come back. "
Your Winter Mountain Cabin Getaway Awaits!
The newest and largest edition to the Wintergreen Retreat portfolio!
Smart TV, fireplace, video games, books

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (36)
"Me and friends had an amazing time at this mountain retreat! Loved the location and beautiful area. The house is spectacular too! Highly recommend "
The newest and largest edition to the Wintergreen Retreat portfolio!
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.
Don't see what you're looking for?
See all available properties in Wingina
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Wingina you may be interested in

Appomattox Inn and Suites
In-room safe, desk, blackout curtains, iron/ironing board

Appomattox Inn and Suites

2.5 star property
9.6 out of 10, Exceptional, (948)
"Quiet, clean, and updated. "
The price is HK$848
HK$936 total
includes taxes & fees
26 Nov - 27 Nov
Appomattox Inn and Suites
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is HK$1,090
HK$2,150 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Super 8 by Wyndham Appomattox VA
Exterior

Super 8 by Wyndham Appomattox VA

2.0 star property
6.4 out of 10, (533)
"I booked one night on a two day trip in case it is as terrible as another stay at a different Super 8 in Raleigh NC. Turned out it was a restful and comfortable stay that I extended my booking. It is a great motel and I higly recommend to other budget conscious travelers. "
The price is HK$476
HK$525 total
includes taxes & fees
6 Dec - 7 Dec
Super 8 by Wyndham Appomattox VA
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This holiday home rental outside of Wingina is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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.

What can I see and do in Wingina?

James River State Park and James River are a couple of lovely local spots to get outside and enjoy nature. James River at Wingina 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.