Title: 4 BR cabin mins to trails & breweries pets welcome - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 4 BR cabin mins to trails & breweries pets welcome Vacation home with kitchen, steps from Wintergreen Resort ## Photo gallery for 4 BR cabin mins to trails & breweries pets welcome ![Smart TV, fireplace, table tennis, books - 4 BR cabin mins to trails & breweries pets welcome (Roseland)](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/w1021h678x3y3-264d8a13.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - 4 BR cabin mins to trails & breweries pets welcome (Roseland)](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/f9b08921.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - 4 BR cabin mins to trails & breweries pets welcome (Roseland)](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/add548d9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - 4 BR cabin mins to trails & breweries pets welcome (Roseland)](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/2360dc20.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - 4 BR cabin mins to trails & breweries pets welcome (Roseland)](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/05a5f823.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched atop Wintergreen Resort mountain, Explorer Cabin welcomes you with an open kitchen and main living floor perfect for family-style gatherings under the starry night sky. Unwind in one of two master king bedrooms or get cozy with bunk beds in rooms designed for large groups. Enjoy pet-friendly accommodations, a minute's walk to mountain trails, and a 3-minute drive to Wintergreen slopes. ## Reviews 9.6 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 121 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Pet friendly - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 - At least 80% lighting from LEDs - Eco-friendly cleaning products used - Electric car charging station - Unit size: 1 square foot ## Similar properties ![Dining](https://images.trvl-media.com/lodging/109000000/108230000/108221900/108221818/02856eae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House Roseland - Pet friendly - Air conditioning - Parking available - Laundry 9.6 Exceptional 5 reviews CA $306 CA $747 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=108221818&PinnedHotelID=108221818&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/89000000/88830000/88823700/88823641/64ccba85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Get Cozy in the Blue Ridge Mountains: Well built Log Cabin Retreat Shipman - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=88823641&PinnedHotelID=88823641&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106310000/106303300/106303228/9415100b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Rockfish River Retreat Shipman - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=106303228&PinnedHotelID=106303228&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91900000/91898300/91898267/dcc0e8d5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Welcome to Winterhaven! 5BR/4BA .5mi from lodge! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Chestnut Springs, a neighborhood in Wintergreen, is home to this vacation 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. [Visit our Wintergreen travel guide](https://www.expedia.ca/Wintergreen.dx10811) [View more Vacation homes in Wintergreen](https://www.expedia.ca/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.92705%2C-78.93945&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ZGMtj3BGf9Bd6A4Cqd52dKT2PI4=) Roseland, VA ### What's nearby - ![Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford ](https://images.trvl-media.com/place/180913/57d28a55-e84c-4113-8ede-2f5eafa1ee01.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Wintergreen Resort 1 min walk \- 0.1 km - ![Shenandoah National Park featuring forests and a river or creek as well as a couple](https://images.trvl-media.com/place/553248635823382488/3f05c44b-cf29-4c7c-80e3-ed0e8d0d7a81.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Shenandoah National Park 17 min drive \- 21.8 km - ![The Rotunda](https://images.trvl-media.com/place/6082947/228af899-6c3f-49f5-94d6-b5c3379e82e9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University of Virginia 36 min drive \- 60.6 km - ![Charlottesville which includes theatre scenes, heritage elements and signage](https://images.trvl-media.com/place/6057012/2a22f362-34c4-4e05-a3c3-40c132561522.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Downtown Mall 40 min drive \- 66.0 km - ![Monticello which includes a memorial and heritage architecture](https://images.trvl-media.com/place/6082929/abf8d200-964f-48b4-a110-32e63f1774c7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) 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 - Devils Backbone Brewing Company 17 min drive - Iron & Ale At Wintergreen Resort 24 min drive - Trager Bros Coffee Shop 24 min drive ## Frequently asked questions ### Does 4 BR cabin mins to trails & breweries pets welcome have a pool? ### How much does it cost to stay at 4 BR cabin mins to trails & breweries pets welcome? ### Is 4 BR cabin mins to trails & breweries pets welcome pet-friendly? ### How much is parking? ### What time is check-in at 4 BR cabin mins to trails & breweries pets welcome? ### What time is check-out at 4 BR cabin mins to trails & breweries pets welcome? ### Where is 4 BR cabin mins to trails & breweries pets welcome located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 4 BR cabin mins to trails & breweries pets welcome Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 24 8 - Good 4 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### WINDY J. Feb 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing rental! Excellent location, clean, comfortable, would stay again! ##### WINDY J. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Verified traveller Dec 29, 2023 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! ##### Verified traveller Stayed 3 nights in Dec 2023 ### 10/10 Excellent #### Stephanie B. Mar 21, 2024 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. ##### Stephanie B. Stayed 1 night in Mar 2024 ### 10/10 Excellent #### Jay T., Roanoke, VA USA Sep 14, 2023 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. ##### Jay T. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Ken and Brenda V. Jul 1, 2024 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. ##### Ken and Brenda V. Stayed 1 night in Jun 2024 ### 10/10 Excellent #### Jen F. May 1, 2025 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. ##### Jen F. Stayed 3 nights in Apr 2025 ### 8/10 Good #### Natalie E. Feb 12, 2024 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. ##### Natalie E. Stayed 3 nights in Feb 2024 ### 8/10 Good #### Sandra H. Jun 20, 2024 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! ##### Sandra H. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Melad K. Aug 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Nice place and very clean ##### Melad K. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Ryan M. Jul 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place great host Perfect location and a great house ##### Ryan M. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Ed C. Aug 17, 2025 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. ##### Ed C. Stayed 2 nights in Aug 2025 ### 10/10 Excellent #### Richard N. Jan 29, 2023 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! ##### Richard N. Stayed 3 nights in Jan 2023 ### 10/10 Excellent #### Peg T. May 29, 2023 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! ##### Peg T. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Jasmyn D. Sep 30, 2024 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. ##### Jasmyn D. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Elizabeth B. Jun 19, 2023 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. ##### Elizabeth B. Stayed 3 nights in Jun 2023 ### 10/10 Excellent #### Jackie S. Feb 20, 2023 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. ##### Jackie S. Stayed 3 nights in Feb 2023 ### 10/10 Excellent #### Courtney B. May 15, 2022 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! ##### Courtney B. Stayed 2 nights in May 2022 ### 8/10 Good #### Cliff C. Feb 2, 2023 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. ##### Cliff C. Stayed 3 nights in Jan 2023 ### 10/10 Excellent #### Jennifer H. Nov 23, 2022 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! ##### Jennifer H. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Sally L. Oct 31, 2022 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. ##### Sally L. Stayed 4 nights in Oct 2022 ### 10/10 Excellent #### Mike F. Oct 14, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place Everything was as expected, would have love to stay longer. ##### Mike F. Stayed 1 night in Oct 2022 ### 8/10 Good #### Rob L. Oct 5, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### House was good for our purpose. House was good for our purpose. ##### Rob L. Stayed 1 night in Oct 2022 ### 10/10 Excellent #### Emily M. Sep 12, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Just as described Great communication and way too short of a stay! Will book a longer stay in the future. ##### Emily M. Stayed 1 night in Sep 2022 ### 10/10 Excellent #### Benjamin M. Aug 30, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Post-Wedding Gatheting Robert was very quick. To respond to questions and house was exactly as advertised. ##### Benjamin M. Stayed 1 night in Aug 2022 ### 10/10 Excellent #### Haydn R. May 31, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Great Time at the Chestnut Cabin We had a wonderful stay at the Chestnut Cabin in Wintergreen over Memorial Day weekend! 8 family members of varying ages stayed very comfortably at the home. The property was well kept and impeccably clean when we arrived. The owner was courteous and prompt with information in advance of our arrival. We look forward to future visits and recommend the home. ##### Haydn R. 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