Cozy 'Hillside Hideaway' in Wintergreen Resort!

Wintergreen Resort, Virginia
$303 avg/night
Bed 3

Bed

Bath 2

Bath

Home Cabin

Property Type

Sleep 8

Max Sleeps

A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski lifts and lodge, and boasting 2 spacious outdoor seating areas, this cabin ensures you make the most of your time in the Blue Ridge Mountains! Shenandoah National Park and Skyline Drive are just a scenic 30 miles away, while countless hiking trails, including the Appalachian Trail, are only minutes away. Golf, leaf-peeping, and blissful relaxation are nearby!

-- THE PROPERTY --

Pets Allowed w/ Fee | 2 Living Areas | Walk to Chair Lift | Large Deck

After each thrilling day on the mountain or hiking the trails, return to the tastefully furnished 'Hillside Hideaway' fully outfitted with all the cabin essentials for your family getaway or trip with friends!

Bedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Queen Bed | Living Room: Queen Sleeper Sofa | Kids’ Loft: 2 Twin Beds

OUTDOOR LIVING: Wraparound deck w/ ample seating, gas grill, covered patio w/ seating,
INTERIOR SPACE: Rustic furnishings, marble wood-burning fireplace (wood provided), hardwood floors, vaulted ceilings, 2-story windows, 2-person expandable breakfast table, 6-person dining table, club chairs
KITCHEN: Fully equipped, granite counters, stainless steel appliances, drip coffee maker, toaster, cooking basics, dishware & flatware
LOWER LIVING AREA: Flat-screen TV, couch, decorative fireplace, kitchenette w/ mini refrigerator, drip coffee maker & 2-person bar, walkout patio access
GENERAL: Washer/dryer, linens/towels, central heating & A/C, ceiling fans, 1,100 square feet
FAQ: Stairs required for access, wildlife may be present, pet fee (paid pre-trip)
PARKING: Paved driveway/parking area (5 vehicles)

-- THE LOCATION --

WINTERGREEN: Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, on-site dining, walking trails, panoramic viewing platform
ATTRACTIONS: Blue Ridge Parkway (5.3 miles), Three Ridges Overlook (5.8 miles), Shenandoah National Park/Skyline Drive-Rockfish Gap Entrance Station (33.7 miles), Appomattox Court House National Historical Park (57.6 miles)
DINING: Copper Mine Bistro (2.0 miles), Devils Backbone Basecamp Brewpub (8.7 miles), Basic Necessities (9.9 miles), Blue Ridge Pig (11.0 miles), Wild Wolf Brewing Company (11.2 miles), Giuseppes Ristorante Italiano (11.6 miles), HIKING: Highlands Leisure Trail (0.7 miles), Upper Shamokin Falls Trail (2.4 miles), Appalachian Trail-Three Ridges Hike (5.3 miles), Three Ridges Hike (5.3 miles), Crabtree Falls (20.7 miles)
DAY ACCESS: Charlottesville (44.7 miles), Washington, D.C. (156 miles)
AIRPORT: Charlottesville Albemarle Airport (49.8 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $150 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs and may be difficult for guests with limited mobility
- NOTE: Due to local wildlife, food and trash should not be left outdoors
- NOTE: The home is in bear country. Please lock all house doors and car doors at night, as bears know how to open unlocked doors

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1100 Sq Ft (102 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Limited Onsite Parking (max 5 Spaces) Onsite Parking Onsite Parking Includes Off-street Options Self Parking On Site (surcharge)
  • INTERNET

    Internet Access
  • OUTDOORS

    Balcony Garden Gas Grill
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English French German Spanish
  • THINGS TO DO

    Hiking Nearby Hiking/biking Trails Nearby
  • ENTERTAINMENT

    Books TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • FAMILY FRIENDLY

    Travel Crib
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • MCR

    Submitted Jan 11, 2026

    Stayed Jan 9, 2026

    Appreciated location, kitchen, linens/towels, fireplace, bedrooms/bath on each floor, floor to ceiling windows and views (especially during an extended rainy day inside!)

  • Dale M.

    Submitted Oct 17, 2025

    Stayed Oct 6, 2025

    Lovely hideaway, clean and had everything we needed. Loved the hiking trails nearby.

  • Jennifer R.

    Submitted Oct 14, 2025

    Stayed Oct 10, 2025

    Wonderful deck that was very dog friendly!

  • Remo A.

    Submitted Jun 25, 2025

    Stayed Jun 11, 2025

    The hosts were incredibly easy to communicate with and responded quickly to any requests. The house is beautifully situated in the woods, offering plenty of privacy and quiet. We especially loved relaxing on the deck, surrounded by trees, with a cozy fire going; it was the perfect way to unwind.

  • Heather D.

    Submitted May 27, 2025

    Stayed May 24, 2025

    Great house in the mountains, felt like a tree house! Quiet neighborhood and close to local wineries! Will definitely come back!

  • Kevin J.

    Submitted Apr 21, 2025

    Stayed Apr 18, 2025

    Great home to rent for a getaway weekend in a pretty town

  • Alexandr

    Submitted Jan 22, 2025

    Stayed Jan 16, 2025

    The location is not close to slopes, but it was ok. There are plenty of sleeping spaces (8), but the house did feel cramped. The kitchen table was too small to accommodate even 5 people comfortably. My husband was very disappointed because he couldn’t grill steaks and burgers due to the dirty and rusty grill grates. We had to go to our daughter’s house, which she rented five minutes away, to cook instead.Communication with the hosts was poor. We arrived early and asked if early check-in was possible. They only asked for the house address and then stopped responding. A simple yes or no would have been appreciated.We’ve stayed at this resort many times with family and friends. Unfortunately, the house we usually rent was unavailable for our dates, so we had to choose this one. Sadly, there were many issues that disappointed us and made our stay uncomfortable.

  • Laura N.

    Submitted Nov 11, 2024

    Stayed Nov 8, 2024

    We had a group of 4 of us ladies that booked a weekend getaway at Wintergreen so we could relax and hit up the local wineries! Check in/check out was a breeze and communication with Diana couldn't have been smoother, she was very responsive! The home was spotless and cozy in every way! Location was perfect, nestled right in the mountains of wintergreen but accessible and close to all our favorite winery spots! Wintergreen resort which is only a 2 minute drive had a wonderful breakfast spot called the Copper Mine for breakfast to get your day started right! Absolutely loved everything about our weekend! Highly recommend this place and look forward to coming back again!

  • Jay

    Submitted Oct 31, 2024

    Stayed Dec 31, 1969

    Easy in, easy out, responsive management. Cool property, fits multiple cars easily, nice outdoor deck spaces. Cozy bedrooms but the layout worked great for us with two couples and a single. Kitchen worked well for two working together, all the basics were there. Comfy furniture for chatting and playing games or cards. Would stay again!

  • Sara W.

    Submitted Oct 31, 2024

    Stayed Oct 19, 2024

    Everything was as described. We loved our stay & look forward to visiting again

  • Wallace M.

    Submitted Aug 12, 2024

    Stayed Aug 2, 2024

    My family of four and I decided to get away for a little while before they return to college. We have never been to Wintergreen before in the summer so we thought we would try the Shenandoah Valley place is exactly describe as a surprise and amount of room as it is fully furnished on two levels. There is a beautiful deck out front and plenty of seating to just enjoy the peace and quiet. There are a lot of other interesting, wineries, and breweries just at the base of the mountain when you’re looking for something to do. There’s also a great hike just a few hundred meters from the driveway.

  • Elizabeth F.

    Submitted Jul 14, 2024

    Stayed Jul 5, 2024

    It was a lovely home with everything we needed for a fun time in the mountains. The property management team was very responsive to our requests.

  • Marla

    Submitted Jun 25, 2024

    Stayed Dec 31, 1969

    We absolutely loved all of the deck space and really enjoyed the propane fire pit on the cool summer evenings. Layout of the cabin worked well for us. It would be nice if the was comfortable seating for 4 upstairs, but that wasn't a great big deal for us as were outside most of the time. The trailhead down the street led to a fantastic hike with a gorgeous view from the top.

Your dates are Available!

Total

Includes taxes and fees
$303+
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