
Wintergreen is a charming town in Virginia that is known for Wintergreen Resort, which stands over a sprawling 11,000 acres (4,451.5 hectares) in the Blue Ridge Mountains. The resort itself is a huge draw for tourists as it offers skiing and snowboarding areas as well as golf grounds. Visitors can also access nearby attractions such as Crabtree Falls, which features a 3-mile (4.8-kilometer) black diamond trail for hiking, open in both directions. With a fairly steep climb, it is meant for experienced hikers. Whether you are planning a trip here in the colder months or during the summer, Wintergreen has something for every season. If you are looking for accommodations close to this beautiful destination, check out this well-curated list of the top cabin rentals near Wintergreen, Virginia.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 28, 2024.
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1. Tree loft cabin with modern amenities
The cabin has been upgraded recently while keeping its basic nature intact. Tucked 300 feet (91.4 meters) away from the lower Tyro Ski Slope, this is an ideal place to relish the natural beauty of the surroundings.
The property is complete with modern conveniences, such as a full kitchen, comfortable beds, fireplace, WiFi, and more. The large windows open out to lovely views. In spite of the other tree loft cabins around, you will be enjoying complete privacy. At the same time, you can take advantage of the facilities at Wintergreen Resort and check out the nearby wineries.
Wintergreen Resort, Virginia, United States
2.9 km (1.9 mi) from Ravens Roost OverlookSuperhost
Accommodates: 8
Top guest reviews
Host:
katerina is very good hostkatrina is a great hostkatrina is a very responsive and gracious hostthoughtful and considerate hosts that made everything easythey were very accommodating and were great communicating every step of the processLocation:
there are also nice hikes with vistas within walking distance or a short driveit is in a great locationamazing location for my friends bachelorette weekend with wine touring and hikingloved being so close to the 151 wine/beer trail toothere was good hiking trails close by - and goo restaurants for lunchCleanliness:
the cabin was clean and spaciouseverything was clean and newly renovatedthe house was very clean and well-furnishedthe house is very clean and welcominga super clean cozy very nicely designed/decorated cabinRead more reviewsAmenities & Room:
very comfortable furniture and cozy atmospherevery cozy and quiet enjoyed hearing the rain on the roof and the view of the mountainscomfortable beds a beautiful fireplace and a fully equipped kitchenthe cabin was beautiful and cozy
2. Spacious mountain cabin with breathtaking views (from USD 155)
Vacationers who yearn for some privacy and a stay that is both comfortable and aesthetically pleasing will find this mountain cabin to be a dream come true. Its high ceilings and large windows are a portal to scenic views. You will have all the facilities you need, from a well-stocked kitchen to comfy bedrooms. There is also a wood-burning fireplace to keep you warm and cozy.
The property includes a furnished deck where you can have your meals while indulging in the gorgeous sights. It is located close to Wintergreen Resort, allowing you to access its amenities, from skiing to its four restaurants.
Top guest reviews
Host:
the hosts are also so responsive to anything you needLocation:
great location right by wintergreenvery cozy ski cabin - excellent locationthe physical property and location are terrificgreat location central to great hiking trails north and south of 64Read more reviewsCleanliness:
lovely cozy house and was very clean
3. Well-equipped cabin with barbecue and deck (from USD 280)
This cabin is an idyllic place for a calm and peaceful vacation with lots of activities in store. Walk into its well-decorated and cozy rooms built to make your stay hassle-free. It is located within the Wintergreen Resort, so you can always go down to one of its restaurants. However, there is also a full kitchen in the cabin for when you are not willing to go out for dinner.
The rental offers an open concept setup that includes vaulted ceilings, floor-to-ceiling windows, and a large living-cum-dining area. You can take advantage of all the facilities offered at the resort, such as the shared pool, golf course, tennis courts, skiing activities, and much more.
Top guest reviews
Location:
great house good location near overlook and market and very peacefulperfect location being across the street from the slopesRead more reviewsCleanliness:
the house was very clean with modern decor in serene surroundings
4. Private cabin in the woods with river views (from USD 243)
This private and well-equipped log home in the wilderness of the Blue Ridge Mountains is a perfect place to find some peace. This rental has been designed to keep the requirements and comforts of guests in mind. Here, you will have large, well-furnished rooms to yourself where you can just relax and think about nothing but your holidays.
If you love nature, let the wanderer in you have fun exploring the 140 acres (56.7 hectares) of land stretching out on all sides of the property. There are proper trails for hiking and cycling. You can also go fishing in the Rockfish River or visit the wineries and breweries nearby.
5. Rustic cabin with wraparound deck (from USD 258)
Walk into this beautiful and serene mountain getaway for a spectacular holiday experience. Tucked away in the woods, this treehouse cabin offers marvelous views of the Blue Ridge Mountains. Take in the stunning sunsets from the wraparound deck or just sit there while relishing the beauty of nature. The two levels of the deck are a huge advantage, allowing a lot of opportunities for guests to enjoy the peaceful outdoor environment.
You can also have fun in Wintergreen’s communal pool or go fishing in the lake. There is a hiking trail nearby for guests to embark on.
Top guest reviews
Location:
location is great and easy to get to the local market and main lodgecould not have enjoyed out time more at this lovely location and propertyCleanliness:
kitchen was well stocked house was cozy and cleanamazing view as advertised house was clean and in a great location to local restaurants and blue ridge parkwayRead more reviewsAmenities & Room:
the great room was large enough for 6 to enjoy activities together or do their own thingwide open floor plan on the main level well stocked kitchen comfortable beds
6. Luxury cabin with private lake access (from USD 342)
The location of this luxury log cabin is right out of a fairytale book. It’s calm and serene with a beautiful lake nearby. It offers the ideal setup for a relaxing vacation in the lap of nature. The cabin has a typical rustic feel to it but has been upgraded with all the basic amenities. You will have a full kitchen, a plush bathroom with modern features, and spacious rooms.
The private access to the lake is the best part. You can enjoy the warm, sunny days by the lake or go fishing and kayaking in it. You will find farm-to-table restaurants, wineries, and breweries on Brew Ridge Trail.
Top guest reviews
Host:
great communication with the hosts and an overall lovely timewe will return pet friendlylisa was friendly and very communicativeLocation:
also some amazing hikes/walks near bybeautiful location and set up you guys havethe walking trails were fun and the location is great; lots of nearby wineries and breweriesthis was the perfect getaway great vineyards a bakery and restaurants close by so no need to cookthis place is great for families and couples and we hope to come back againCleanliness:
everything was so clean and comfortablethe cabin itself was spotless and very nice including several thoughtful touches (plenty of towels coffee stocked etcRead more reviewsAmenities & Room:
gas fireplace beautiful interior and a kitchen with all the essentialswe had a wonderful time amenities are very nice fully equipped kitchen and everything was spotlessthe family room boasts a huge gas fireplace and a picture window overlooking the large fish stocked pondboth the bathroom and kitchen are easily the nicest of any rental property i have stayed at
7. Secluded and comfortable retreat in Blue Ridge Mountains (from USD 125)
By staying at this wooden, rustic cabin, you will enjoy the advantage of having a secluded location and access to the nearby activity centers. While your days here will be active with lots of fun activities, from hiking to winery tours, the evenings will be relaxed and quiet. You can make your nights a little livelier by watching movies on the television with your family.
The cabin’s kitchen has everything you need to whip up meals, from spices to utensils. There is also a refrigerator for storing leftovers from the previous day so that you won’t have to cook every day. A glass-enclosed room is meant to be used as a seating area for guests when they are not willing to venture outdoors.
Top guest reviews
Host:
our host was fabulous and made sure we had everything we neededour host provided us with some great recommendations for places to go in the arealorraine was a gracious host and easy to communicate withbeautiful cabin lorraine is a great host and very hospitablelorraine is super nice and a very gracious hostLocation:
the location is just perfectperfect location to enjoy all the area has to offera great relaxing location that’s close to tons of breweries and winerieswe loved this cozy cabin- great location-would totally stay there againoutstanding cabin and great location lorraine is the best hostCleanliness:
very neat and clean cabinthe cabin was clean and cozyit was super clean and well supplied secluded and privateit was clean and comfortable and lorraine was very friendly and helpfulclean and comfortable - just like home lots to do in the areaRead more reviewsAmenities & Room:
fresh eggs for breakfast and delicious brownies awaited usit was the perfect weather when we went so we didn't even turn the a/c onthe cozy cottage was welcoming and cleanlorraine left some fresh eggs in the refrigerator and we cooked it and had that for breakfast one day
8. Ideal mountain retreat in Roseland (from USD 138)
This mountain cabin offers a big space for all types of tourists. There is ample room for everyone to lie back and stretch out. The windows are big, and through them passes plenty of sunlight and air to make the rooms bright and breezy.
This area where the cabin is located is known for winter sports. Nonetheless, you will find plenty of activities if you are visiting in the summer too. You can go hiking, swimming, fishing, and river rafting during the warmer months. There are also plenty of wineries and breweries in the region that deserve a tour.
Top guest reviews
Host:
the host was responsive and kindvery responsive host if you have questionscomms were great with the owner quick response time and very accommodatingjoseph is a responsive hostvery responsive host and good locationLocation:
beautiful place with great locationgreat location and easy to findjoseph’s place has an excellent location for skiinggreat cabin good location and easy accessgreat location in 5 minutes to slopesCleanliness:
house was clean and cozythe place is very clean and comfortabledated and needs a deep clean and some tlc to be a great placewe had to clean the place and wipe down all surfaces just to feel comfortablethe place was super clean and stocked with all of the necessities which i didn’t expectRead more reviewsAmenities & Room:
great for families with 4 bunk beds in the loftthe living area was cozy and comfortable for our family and we look forward to visiting againbeds were comfortable
9. Cabin on farmland with a huge deck and mountain views (from USD 99)
Welcome to this rustic farm cabin with gorgeous mountain views and modern amenities. The property has been upgraded from a country store that was built in 1930. Located within a 10-acre (4-hectare) farmland, you will find plenty of things to do during your stay. The furniture is snug and stylish where you can put your feet up and relax whenever you need some rest.
It has a large deck at the back where the gas grill is located. Here, you can dedicate an evening to barbecue cookouts with the family. The outdoor space is huge, and you can explore the farmland at your will. There’s a hammock, a fire pit, and other communal spaces in the area to make your experience unique.
Top guest reviews
Host:
the host was very responsive throughout our tripour hosts were very communicative and easy to work withgreat communication with the owner with any issuesgreat communication from the hostgreat experience wonderful hosts and location great space to unplugLocation:
absolutely a great location will definitely be booking it againthe location was perfect for us only a 15-20 minute drive to the best breweries/wineries in the areaalso the location was great so quiet and set right by the mountainsplace is super cute easy to find and well furnishedlots of character and way more interesting than most placesCleanliness:
the property was incredibly beautiful and the space was very clean and cozyvery clean and cute stay for 2super clean cozy and convenient spot with a fantastic viewthis space was quaint quiet clean and perfect for a weekend getawaywe had a great stay at the cabin - it was exactly as described clean cozy and comfortableRead more reviewsAmenities & Room:
great coffee very comfy bed cozy atmospherethis cozy cottage was the perfect mountain getaway we neededwe loved having a grill to use for dinner and the bed was incredibly comfortablethe bed was unbelievably comfy the cabin is perfect and had everything we needed for our short stay
10. Tiny cabin in the middle of the woods (from USD 109)
Experience living in a tiny house cabin in the woods if you want to commune with nature. The cabin has a beautiful glass-covered front porch, which features scenic views of the surroundings. This is the perfect place to enjoy solitude when you are not hiking or exploring the woods.
Inside, it’s all set with two bedrooms and a well-fitted kitchen with cookware and appliances. From the living room, you can behold the stunning views all around through the large windows. It is furnished with antique pieces and features a big flat-screen TV. The cabin has mini air-conditioners and heaters, which can be adjusted depending on the weather.
Top guest reviews
Host:
the owners were so accommodating and made sure we knew there was a winter storm comingthe cabin was perfect for our families stay jaemy & mollie thought of everything & were super helpfulLocation:
a great location and great all around experiencewe had such a great stay location is beautifulgreat place with excellent access to 151 trailgreat location--secluded but also close to convenience stores breweries and wineriesthe cabin was great perfect location for hiking conveniently located near trails breweries and wineriesCleanliness:
extremely clean and cozybathroom was sparkling clean the shower is top notchthe space was clean stylish and even better than describedthe house was spotless and check-in and out was very easyit was clean cozy and well cared for; we loved our stayRead more reviewsAmenities & Room:
we slept comfortably my 13 and 15 year olds were in the bunk bedsthe sun room is a great place for morning coffee or evening drinksour kids loved the bunk bed nook and the dvd collectionthe kleenex extra blankets and pillows are little things you appreciate having to make your visit more comfortablethe kitchen is up to date and has anything you could need including the best coffee maker
Gift yourself a relaxing break near Wintergreen
All of the vacation rentals listed above are either located near Wintergreen Resort or within it, allowing you full access to all its facilities. Pick what suits you the best and get ready for a fun-filled experience with your travel buddies.
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