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4 BR cabin mins to trails & breweries pets welcome

Photo gallery for 4 BR cabin mins to trails & breweries pets welcome

The spacious living room with mountain views all around.
The open kitchen with a large dining table complete with mountain views.
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Views of Wintergreen Resort slopes from the Cabin

Reviews

9.4 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 120 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Explore the area

View map
Roseland, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, University of Virginia
    ‪36 min drive‬
  • Place, Monticello
    ‪43 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪52 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

2 Queen Beds and 2 King Beds

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Balcony

About this property

4 BR cabin mins to trails & breweries pets welcome

Feel right at home and ready for adventure when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain. Whether you decide to embark on a hike on the Shamokin Falls Trail or plop on your ski boots to plunge down Upper Wild Turkey, the Explorer Cabin has an adventure ready for you. 



Come home to this modern farmhouse to enjoy the perfect family style set-up.

The space
House is recently renovated & ready for you to enjoy your peaceful stay. 



Two master king bedrooms with private master bathrooms- one on top floor and one on the bottom floor. 



Two rooms full of bunk beds (one has two queen beds, one with four twin beds) to support large groups with a shared full bathroom. 



Massive open living room on the second floor, complete with kitchen and dining room, to share cooking and relaxation with your house mates.



Amenities Include:

- Pet friendly

- Minute walk to mountain trails (Shamokin Falls Trail)

- 5 minute walk to Devil's Knob 
- 3 minute drive to Wintergreen slopes

- 15 minute drive to Brew Mountain Trail (Virginia's best breweries & cideries)

- Tesla EV charger (50 mph charging!)

- Plethora of books & board games
- Balcony with outdoor seating, charcoal grill, and beautiful mountain views



The Explorer Cabin is perfect for all groups:

- Families wanting to share a cabin complete with log cabin bunk beds

- Bachelor/Bachelorette parties wanting a getaway in the mountain

- Adventurers wanting a Cabin retreat with modern farmhouse amenities

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Wintergreen

Chestnut Springs, a neighbourhood in Wintergreen, is home to this holiday home. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and War Fields.
View more Holiday homes in WintergreenOpens in a new window
Map
Roseland, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.1 km
  • University of Virginia - 36 min drive - 60.6 km
  • University of Virginia Hospital - 40 min drive - 63.7 km
  • Downtown Mall - 40 min drive - 66.0 km
  • Monticello - 43 min drive - 68.9 km

Getting around

  • Staunton Station - 43 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 58 min drive

Restaurants

  • ‪Belties - ‬20 min drive
  • ‪Hill Top Berry Farm & Winery - ‬23 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬24 min drive
  • ‪Devils Backbone Brewing Company - ‬17 min drive
  • ‪The Market - ‬5 min drive

Frequently asked questions

Does 4 BR cabin mins to trails & breweries pets welcome have a pool?

Yes, this property has a pool.

How much does it cost to stay at 4 BR cabin mins to trails & breweries pets welcome?

As of 29 March 2026, prices found for a 1-night stay for 2 adults at 4 BR cabin mins to trails & breweries pets welcome on 12 June 2026 start from NZ$517, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is 4 BR cabin mins to trails & breweries pets welcome pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at 4 BR cabin mins to trails & breweries pets welcome?

On-site parking is available at the property.

What time is check-in at 4 BR cabin mins to trails & breweries pets welcome?

Check-in begins at 3:00 PM.

What time is check-out at 4 BR cabin mins to trails & breweries pets welcome?

Checkout is at 11:00 AM.

Where is 4 BR cabin mins to trails & breweries pets welcome located?

Located in Chestnut Springs, this holiday home is steps away from George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 2.9 mi (4.7 km) away.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 33 reviews
Rating 8 - Good. 4 out of 33 reviews
Rating 6 - Okay. 1 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 1 out of 33 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Laura J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay in Wintergreen! The location was great and the view was incredible. The house was spotless and we loved that there was a full kitchen. We recommend to others!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Janet C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
WE HAD A WONDERFUL TIME. WE HAD EVERYTHING WE NEEDED. HOUSE WAS BEAUTIFUL, COMFORTABLE AND COZY!!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Philip S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place. Exactly as depicted in the listing. Very responsive host with questions prior to my stay.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Melad K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place and very clean
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Ryan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place great host

Perfect location and a great house
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Ed C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and very comfortable. Robert was easy to communicate with and our dog loved her own bedroom! We will definitely be looking to stay here in the near future.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

WINDY J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing rental!

Excellent location, clean, comfortable, would stay again!
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

Adult children and husband had a wonderful time relaxing and enjoying the Wintergreen area. The home was perfect for us!
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Richard N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Wintergreen Stay Ever

We’ve stayed at a few places in Wintergreen and this is now our “go-to” place. It was perfectly located and perfect inside. Everyone was able to spread out and be super comfortable! That kitchen was great and made prepping our own meals so easy!
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Peg T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome property!

We had a small family gathering to celebrate an 85th birthday we had everything we needed here. Great clean house!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Stephanie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, beautiful spacious home

Very spacious home with all the amenities. We had a large group (5 adults, 3 kids) and there was plenty of space for everyone to not only sleep and have their own bed; but we could all have breakfast together and hang out in the living area and play games without ever feeling like we were on top of each other. We really enjoyed our stay and will be back.
Stayed 1 night in Mar 2024
Verified

2/10 Terrible

Richard P.

Disliked: Cleanliness, check-in, communication, location, listing accuracy
Just to let you know, we checked out yesterday at 11 could’ve stayed another day. I had two grandsons that were there, and I didn’t want them in such a filthy environmentWhen we arrived we stood outside in the cold with a code that did not work and after about 30 minutes, we got the correct code The worst experience of staying in a vacation rental I’ve ever had from doors that you could not lock, the windows would not stay, shut busted interior door handles, broken lights, & inoperable futon.The place had not been cleaned at all spiderwebs everywhere. Just absolutely nasty. I think someone needs to inspect the house and make sure that it is safe secure and clean. I have 26 pictures. I would like to send so someone could see the actual parts of the house that did not function as in windows that would not close doors would not lock broken futons left 24 hours before my time was supposed to be up because of the condition the house was in This will be the second time I’ve had to rewrite what I sent in because it did not meet the criteria, but all I said was true. Now I can’t resend the eight pictures that they would allow me to send.
Futon broken had to put mattress on floor
Spiderwebs never clean above sliding door
Broken tile, racks and bathrooms
Air ducts never clean. On the surface, no telling what is in the actual ductwork itself.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Jay T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary Celebration

Six of us spent 2 nights in this house. It was very nice. Even though we didn’t cook, the kitchen area was well equipped. The beds were comfortable. Would stay here again if we return to Wintergreen.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Jasmyn D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Friends Trip

A group of friends and I surprised my husband with a birthday get away trip. We all LOVED the house! It was clean and spacious. The host was super responsive. We even talked about booking this same house again in the future.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Ken and Brenda V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Really on top of the mountain

The house sits on top of a beautiful mountian in a true resort. The owner is a super nice person i had a chance to talk with him twice. Our dog who is very fearful of everything was very comfortable. Only proble was we were only staying for one night on our way through the area. I would highly recommend if you want to have some quality family time and love the mountains this is a great place to stay.
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Jen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding property and communication

Members of my family and I stayed at this property for a long weekend. The home is three levels which was awesome for those of us who wanted some down time to just chill. The main level being an open floor plan with a balcony was perfect for us all to enjoy each other’s company while reminiscing about my Father’s amazing life. The beds were comfortable and the thermostat worked beautifully to keep the temperature comfortable.The bathrooms were clean with adequate toiletries and space for us all. The kitchen was stocked with plenty of pots, pans, glassware, etc. Robert is amazing at quick and thorough answers to questions and concerns. Thank you so much for a fabulous stay.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Elizabeth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Burger Bunch Family Gathering

10 adults met to celebrate a family reunion, Fathers day and our 57th wedding anniversary. We had a wonderful weekend. The cabin was a great size. We did have to bring chairs in from the deck so we could all sit in the great roomand eat together at the table. Another sofa and more chairs would have been fantasich. Also a larger dining table with more chairs or even some bar stools would have helped.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Jackie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

We had a great long weekend at the property! Check-in and communication were absolutely wonderful. As others have said, the outdoor lighting can be a bit treacherous when arriving at night. The home was in great condition when we got there and was a great layout for two families with multiple children. Our only complaint was the cleanliness of the ovens. Other than that it was close to perfect! Thank you and I’m sure we will return.
Stayed 3 nights in Feb 2023
Verified

8/10 Good

Natalie E.

Liked: Cleanliness, check-in, communication, location

Super Bowl Weekend

Great spot with great views! Beds were super comfy and the kitchen was well stocked with the exception of bowls for soups and salads. Loads of games for night time/rainy day fun! There were a few missing things that may benefit other guests such as a charging station, blue tooth speaker for music and internet was hit or miss. House needs a little TLC for minor repairs but I am sure they are all in the works! Thank you for sharing your space - it was a fun trip for all of us.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Courtney B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun & Easy Getaway!

The cabin was absolutely gorgeous on the inside, especially the living space. Had a great time also sitting on the porch with our group - when the weather nice - enjoying the sunsets through the trees and admiring the blue ridges. The bathrooms great and large enough to accommodate all my guests. I found the master bedrooms also very spacious and luxurious. The cabin kitchen very well stocked and it had all the essentials I needed for cooking several dinners there for a dozen people. Working with Robert (the owner) was also a breeze when I was prepping for our trip to the cabin. He was very accommodating! Highly reccomend!
Stayed 2 nights in May 2022
Verified

8/10 Good

Cliff C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The house was great. We had an amazing weekend. Only recommendation would be to update, add lighting and a railing to the left walkway entryway around the house. We arrived late with kids and it made unloading the cars pretty sketchy. The current motion lights dont do much. One of the kids stepped, fell off of the first step leaving the back door of house to the left bc there is no lighting. Also, we could not find any other wood for the wood stove other than the small basket provided inside. We burned through that the first night within a few hours. Again, the place is great. Perfect space for families with kids.
Stayed 3 nights in Jan 2023
Verified

8/10 Good

Sandra H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location if you don’t mind hills

Somehow, although we knew it was in the mountains, none of us was quite prepared for the long and winding hill to get to the place. Our old cars struggled a little but we prevailed. There are also multiple streets that have variations on “Chestnut” so make sure you’re aiming for the right one. The park police are very helpful if you get confused. Ask me how I know. In any case, once we got there we were thrilled with the house. There were four of us friends who would’ve shared rooms but not beds so it was nice to have an affordable but extremely comfortable option with four bedrooms. Only two of us shared a bath and it was big enough we never got in each other’s way. We had great space for relaxing or playing games, and once we decided whose car could best handle the winding hill back down we had a great couple of days visiting a distillery, Monticello, Charlottesville, and a local winery/restaurant. We did try the hike that has an access trail a few yards from the driveway but it was way too warm so we didn’t get too far. We didn’t do much cooking but kitchen was well stocked with all we needed. Beautiful place for a great stay! Definitely recommend!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Gaylyn J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the house. It had plenty of space for all of us. The ping pong table was a hit!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Weekend with Kids and Friends

We greatly enjoyed our fall weekend away with our young kids and family friends at Chestnut Springs. We appreciated that there were two rooms with king sized beds-something that is hard to find. Great location. We didn't know what to expect for what would be available near by, but The Market was very nicely stocked with almost anything you'd need--not a lot of little kids or baby pharmacy items... But lots of usual options plus higher end and fun things for vacation! Highly recommend!
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Sally L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely large cabin in the woods

We 6 friends spent 4 nights in the “cabin”. It is a lovely big house with lots of deck space too. The kitchen is well equipped, the beds are comfortable and the host was great! Fast positive responses to our questions and always pleasant. Would definitely consider a return visit and will recommend Chestnut Springs to friends and family.
Stayed 4 nights in Oct 2022

About the host

Hosted by Robert Lee

Host profile image
I'm an engineer by day and hospitality host by night! I enjoy making my guests feel at ease while they enjoy a vacation retreat.

Premier Host

They consistently provide great experiences for their guests
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