Top 10 Cabin Rentals Near Wintergreen, Virginia - Updated 2024

Debleena
Debleena 
Updated
| 5 min read

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 April 12, 2024.

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.

Stayed at this property?
Wintergreen Resort, Virginia, United States
2.9 km (1.9 mi) from Ravens Roost Overlook
150 reviews   Superhost Wifi Available
Entire cabin 5 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
very comfortable furniture and cozy atmosphere
very cozy and quiet enjoyed hearing the rain on the roof and the view of the mountains
comfortable beds a beautiful fireplace and a fully equipped kitchen
the cabin was beautiful and cozy
Cleanliness:
the cabin was clean and spacious
everything was clean and newly renovated
the house was very clean and well-furnished
the house is very clean and welcoming
a super clean cozy very nicely designed/decorated cabin
Host:
katerina is very good host
katrina is a great host
katrina is a very responsive and gracious host
thoughtful and considerate hosts that made everything easy
they were very accommodating and were great communicating every step of the process
Location:
there are also nice hikes with vistas within walking distance or a short drive
it is in a great location
amazing location for my friends bachelorette weekend with wine touring and hiking
loved being so close to the 151 wine/beer trail too
there was good hiking trails close by - and goo restaurants for lunch
Read more reviews

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.

Stayed at this property?

3.22 km (2.0 mi) from Ravens Roost Overlook
21 reviews  
cabin 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the cabin was great with plenty of room
the twin beds were better
Cleanliness:
lovely cozy house and was very clean
Host:
the hosts are also so responsive to anything you need
Location:
great location right by wintergreen
very cozy ski cabin - excellent location
the physical property and location are terrific
great location central to great hiking trails north and south of 64
Read more reviews
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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.

Stayed at this property?

2.85 km (1.8 mi) from Ravens Roost Overlook
15 reviews  
cabin 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Cleanliness:
the house was very clean with modern decor in serene surroundings
Location:
great house good location near overlook and market and very peaceful
perfect location being across the street from the slopes
Read more reviews
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4. Private cabin in the woods with river views (from USD 287)

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.

Stayed at this property?
Faber, Virginia, United States
16.96 km (10.6 mi) from Ravens Roost Overlook
cabin 6 Guests 3 Bedrooms 2 Bathrooms

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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.

Stayed at this property?

3.4 km (2.2 mi) from Ravens Roost Overlook
92 reviews   Wifi Available
cabin 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the great room was large enough for 6 to enjoy activities together or do their own thing
wide open floor plan on the main level well stocked kitchen comfortable beds
Cleanliness:
kitchen was well stocked house was cozy and clean
amazing view as advertised house was clean and in a great location to local restaurants and blue ridge parkway
Location:
location is great and easy to get to the local market and main lodge
could not have enjoyed out time more at this lovely location and property
Read more reviews
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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.

Stayed at this property?

10.74 km (6.7 mi) from Ravens Roost Overlook
46 reviews   Wifi Available
cabin 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
gas fireplace beautiful interior and a kitchen with all the essentials
we had a wonderful time amenities are very nice fully equipped kitchen and everything was spotless
the family room boasts a huge gas fireplace and a picture window overlooking the large fish stocked pond
both the bathroom and kitchen are easily the nicest of any rental property i have stayed at
Cleanliness:
everything was so clean and comfortable
the cabin itself was spotless and very nice including several thoughtful touches (plenty of towels coffee stocked etc
Host:
great communication with the hosts and an overall lovely time
we will return pet friendly
lisa was friendly and very communicative
Location:
also some amazing hikes/walks near by
beautiful location and set up you guys have
the walking trails were fun and the location is great; lots of nearby wineries and breweries
this was the perfect getaway great vineyards a bakery and restaurants close by so no need to cook
this place is great for families and couples and we hope to come back again
Read more reviews
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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.

Stayed at this property?
Roseland, Virginia, United States
7.97 km (5.0 mi) from Ravens Roost Overlook
650 reviews   Superhost Wifi Available
Entire cabin 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
fresh eggs for breakfast and delicious brownies awaited us
it was the perfect weather when we went so we didn't even turn the a/c on
the cozy cottage was welcoming and clean
lorraine left some fresh eggs in the refrigerator and we cooked it and had that for breakfast one day
Cleanliness:
very neat and clean cabin
the cabin was clean and cozy
it was super clean and well supplied secluded and private
it was clean and comfortable and lorraine was very friendly and helpful
clean and comfortable - just like home lots to do in the area
Host:
our host was fabulous and made sure we had everything we needed
our host provided us with some great recommendations for places to go in the area
lorraine was a gracious host and easy to communicate with
beautiful cabin lorraine is a great host and very hospitable
lorraine is super nice and a very gracious host
Location:
the location is just perfect
perfect location to enjoy all the area has to offer
a great relaxing location that’s close to tons of breweries and wineries
we loved this cozy cabin- great location-would totally stay there again
outstanding cabin and great location lorraine is the best host
Read more reviews

8. Ideal mountain retreat in Roseland (from USD 134)

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.

Stayed at this property?
Roseland, Virginia, United States
2.95 km (1.9 mi) from Ravens Roost Overlook
218 reviews   Superhost Wifi Available
Entire cabin 6 Beds 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
great for families with 4 bunk beds in the loft
the living area was cozy and comfortable for our family and we look forward to visiting again
beds were comfortable
Cleanliness:
house was clean and cozy
the place is very clean and comfortable
dated and needs a deep clean and some tlc to be a great place
we had to clean the place and wipe down all surfaces just to feel comfortable
the place was super clean and stocked with all of the necessities which i didn’t expect
Host:
the host was responsive and kind
very responsive host if you have questions
comms were great with the owner quick response time and very accommodating
joseph is a responsive host
very responsive host and good location
Location:
beautiful place with great location
great location and easy to find
joseph’s place has an excellent location for skiing
great cabin good location and easy access
great location in 5 minutes to slopes
Read more reviews

9. Cabin on farmland with a huge deck and mountain views (from USD 110)

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.

Stayed at this property?
Roseland, Virginia, United States
16.03 km (10.0 mi) from Ravens Roost Overlook
431 reviews   Superhost Wifi Available
Entire cabin 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great coffee very comfy bed cozy atmosphere
this cozy cottage was the perfect mountain getaway we needed
we loved having a grill to use for dinner and the bed was incredibly comfortable
the bed was unbelievably comfy the cabin is perfect and had everything we needed for our short stay
Cleanliness:
the property was incredibly beautiful and the space was very clean and cozy
very clean and cute stay for 2
super clean cozy and convenient spot with a fantastic view
this space was quaint quiet clean and perfect for a weekend getaway
we had a great stay at the cabin - it was exactly as described clean cozy and comfortable
Host:
the host was very responsive throughout our trip
our hosts were very communicative and easy to work with
great communication with the owner with any issues
great communication from the host
great experience wonderful hosts and location great space to unplug
Location:
absolutely a great location will definitely be booking it again
the location was perfect for us only a 15-20 minute drive to the best breweries/wineries in the area
also the location was great so quiet and set right by the mountains
place is super cute easy to find and well furnished
lots of character and way more interesting than most places
Read more reviews

10. Tiny cabin in the middle of the woods (from USD 122)

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.

Stayed at this property?
Nellysford, Virginia, United States
11.08 km (6.9 mi) from Ravens Roost Overlook
119 reviews   Wifi Available
Entire cabin 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we slept comfortably my 13 and 15 year olds were in the bunk beds
the sun room is a great place for morning coffee or evening drinks
our kids loved the bunk bed nook and the dvd collection
the kleenex extra blankets and pillows are little things you appreciate having to make your visit more comfortable
the kitchen is up to date and has anything you could need including the best coffee maker
Cleanliness:
extremely clean and cozy
bathroom was sparkling clean the shower is top notch
the space was clean stylish and even better than described
the house was spotless and check-in and out was very easy
it was clean cozy and well cared for; we loved our stay
Host:
the owners were so accommodating and made sure we knew there was a winter storm coming
the cabin was perfect for our families stay jaemy & mollie thought of everything & were super helpful
Location:
a great location and great all around experience
we had such a great stay location is beautiful
great place with excellent access to 151 trail
great location--secluded but also close to convenience stores breweries and wineries
the cabin was great perfect location for hiking conveniently located near trails breweries and wineries
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Debleena loves to write, read, and explore new places. When not traveling, her reading habit transports her across the globe, spanning various time zones and timelines. The pursuit of exploration,...Read more

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