See all properties
Entire home

4 BR cabin mins to trails & breweries pets welcome

Vacation home near Wintergreen Resort in Wintergreen

Choose dates to view prices

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

A spacious living room with a stone fireplace, a wooden ceiling, and large windows offering a view of trees.
A cozy room with two sofas facing a wooden coffee table with a plant centerpiece.
A two-story wooden house with a deck and a covered outdoor area.
A covered wooden deck with a view of a forest and a road.
A modern kitchen with dark cabinets, stainless steel appliances, and a large window overlooking a snowy landscape.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Roseland, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, University of Virginia
    ‪54 min drive‬
  • Place, John Paul Jones Arena
    ‪58 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪73 min drive‬

Room options

About the neighborhood

Wintergreen

Chestnut Springs stay.At this Chestnut Springs vacation home, you'll be within a 5-minute walk of Wintergreen Resort and George Washington National Forest. Also, Raven's Roost Overlook is within 3 miles (5 km) and Reids Gap Trailhead is within 6 miles (10 km).
View more Vacation Homes in WintergreenOpens in a new window

What's nearby

  • Wintergreen Resort - 1 min walk - 0.1 miles
  • Rockfish Gap Entrance Shenandoah - 30 min drive - 23.0 miles
  • University of Virginia - 54 min drive - 47.2 miles
  • John Paul Jones Arena - 58 min drive - 48.2 miles
  • Virginia Horse Center - 59 min drive - 50.7 miles

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
  • ‪The Edge - ‬6 min drive
  • ‪Devils Backbone Brewing Company - ‬15 min drive
  • ‪The Market - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

4 BR cabin mins to trails & breweries pets welcome

Feel right at home when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain fresh ready for adventure. Whether you decide to embark hiking 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 the modern farmhouse with an open kitchen main living floor to enjoy the perfect family style while viewing the star lit night sky. House is newly renovated & ready for you to enjoy your peaceful stay. Two master king bedrooms with private master bathrooms on top floor and bottom floor. Two rooms full of bunk 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 - 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 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 There is plenty of space to park 5 vehicles in front of the house. Free street parking is also available for additional vehicles. If you are bringing pet(s), you must state so in your booking request. An additional $100 fee will be charged to cover additional cleaning of the fur babies to ensure the space is properly cleaned for the next guests.

Similar properties

Apartment (2 Bedrooms) | Interior
Wintergreen Condo w/ Pool: Near Hike & Market!
Nellysford
  • Pool
  • Kitchen
  • Washer
  • Dryer
5.0 out of 5, Exceptional, 2 reviews
Wintergreen Condo w/ Pool: Near Hike & Market!

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Table tennis

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Eco-friendly cleaning products used
  • Electric car charging station
  • Some LED lighting used

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Maximum 2 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Frequently asked questions

How close is 4 BR cabin mins to trails & breweries pets welcome to the airport?

This vacation home is 42.8 mi (58-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

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

As of Jul 15, 2026, prices found for a 1-night stay for 2 adults at 4 BR cabin mins to trails & breweries pets welcome on Aug 11, 2026 start from $768, 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.

Does 4 BR cabin mins to trails & breweries pets welcome have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does 4 BR cabin mins to trails & breweries pets welcome offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 4 BR cabin mins to trails & breweries pets welcome?

No, there is no casino at this vacation home.

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

Check-in begins at 3:00 PM.

Is there free parking at 4 BR cabin mins to trails & breweries pets welcome?

Free parking is not available at this vacation home.

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

Yes, there's a pool.

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

There are no spa services available at this vacation home.

How close is 4 BR cabin mins to trails & breweries pets welcome to downtown Wintergreen?

This vacation home is 3.6 mi away from Wintergreen.

4 BR cabin mins to trails & breweries pets welcome Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 29 out of 35 reviews
Rating 8 - Good. 4 out of 35 reviews
Rating 6 - Okay. 1 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 1 out of 35 reviews

9.6/10

Cleanliness

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

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

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

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

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

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

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

Verified traveler

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

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

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

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

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

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

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

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

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

Explore More Ways to Travel with Travelocity