Entire home
Spacious and Updated Home in Wintergreen
Photo gallery for Spacious and Updated Home in Wintergreen





Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms3 bathroomsSleeps 12
Popular amenities
Explore the area
Wintergreen Resort, VA
- Place, Wintergreen Resort1 min walk
- Place, Shenandoah National Park22 min drive
- Place, University of Virginia41 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)53 min drive
Rooms & beds
5 bedrooms (sleeps 12)
BR1: Upper Level King Master
1 King Bed
BR2: Upper Level King
1 King Bed
BR3: Upper Level Bunk
2 Single Bunk Beds
BR4: Lower Level King
1 King Bed
BR5: Lower Level King
1 King Bed
3 bathrooms
Full bath 1: Upper level master
Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer
Full bath 2: Upper level hall bath
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Full Bath 3: Lower level hall bath
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Spacious and Updated Home in Wintergreen
Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in the heart of Wintergreen. You'll love the open floor plan and vaulted ceilings of the main living area, with plenty of space for multiple families to spread out. The lower level features an add'l living space with TV area, pool table, and wet bar. With 5 bedrooms (4 with kings), the house sleeps 12 comfortably. HOT TUB is coming Feb 2025! Managed by Chris at New School Hosting. Plus, pet friendly!
There's a ton to do in the area! Bear Ridge Retreat is about a mile to the ski slopes and a few minutes’ drive to all the dining, attractions, and hiking at Wintergreen. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool.
The home layout is as follows:
Upper level:
- Living room with working propane fireplace and big screen TV
- Dining area for 10, plus room for 4 more at the kitchen bar
- Fully stocked kitchen with granite counters and stainless appliances
- BR 1: Primary bedroom with king bed and deck access. Ensuite bathroom features double vanity, soaker tub, and gorgeous tile shower
- BR 2: King bedroom with deck access
- BR 3: Bunk bedroom with 2 sets of twin-over-twin bunks, also with deck access
- Hall full bath with tiled shower/tub combo
- Upper deck features comfortable seating area around propane fire table (propane provided), dining table and chairs, and gas grill
Lower level:
- Second living room / game room with smart TV, pool table, wet bar, and arcade machine
- BR 4: King bedroom with deck access
- BR 5: King bedroom with deck access
- Hall full bath with tiled shower/tub combo
- Laundry room with full size washer and dryer
- Lower patio with sitting area. Hot tub expected by Feb 2025!
Other things to note:
- Bear Ridge Retreat is pet friendly! We accept up to 2 dogs for a $100 flat fee.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- There is plenty of parking in the large, flat driveway
- Wifi is fast with a strong signal throughout the house and decks. All bedrooms, plus the living room and game room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).
- Pack n play and high chair provided
- The property is not pet friendly, but note that owners occasionally bring their dog so we don't recommend the property for guests with severe allergies.
- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.
- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.
Tips for a Happy Hot Tub
- Be sure to unclip the hot tub cover before removing it.
- Please do not put anything besides people in the hot tub (like mulch or toys).
- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.
- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.
- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.
- Do not drain the hot tub.
- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.
- Use plastic drinkware around the hot tub.
There's a ton to do in the area! Bear Ridge Retreat is about a mile to the ski slopes and a few minutes’ drive to all the dining, attractions, and hiking at Wintergreen. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool.
The home layout is as follows:
Upper level:
- Living room with working propane fireplace and big screen TV
- Dining area for 10, plus room for 4 more at the kitchen bar
- Fully stocked kitchen with granite counters and stainless appliances
- BR 1: Primary bedroom with king bed and deck access. Ensuite bathroom features double vanity, soaker tub, and gorgeous tile shower
- BR 2: King bedroom with deck access
- BR 3: Bunk bedroom with 2 sets of twin-over-twin bunks, also with deck access
- Hall full bath with tiled shower/tub combo
- Upper deck features comfortable seating area around propane fire table (propane provided), dining table and chairs, and gas grill
Lower level:
- Second living room / game room with smart TV, pool table, wet bar, and arcade machine
- BR 4: King bedroom with deck access
- BR 5: King bedroom with deck access
- Hall full bath with tiled shower/tub combo
- Laundry room with full size washer and dryer
- Lower patio with sitting area. Hot tub expected by Feb 2025!
Other things to note:
- Bear Ridge Retreat is pet friendly! We accept up to 2 dogs for a $100 flat fee.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- There is plenty of parking in the large, flat driveway
- Wifi is fast with a strong signal throughout the house and decks. All bedrooms, plus the living room and game room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).
- Pack n play and high chair provided
- The property is not pet friendly, but note that owners occasionally bring their dog so we don't recommend the property for guests with severe allergies.
- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.
- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.
Tips for a Happy Hot Tub
- Be sure to unclip the hot tub cover before removing it.
- Please do not put anything besides people in the hot tub (like mulch or toys).
- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.
- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.
- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.
- Do not drain the hot tub.
- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.
- Use plastic drinkware around the hot tub.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Trail Magic- Sk-in & Ski-out
Trail Magic- Sk-in & Ski-out
- Pool
- Hot tub
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (3 reviews)
House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
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
On-site parties or group events are strictly prohibited
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
About the area
Wintergreen
Pedlars Edge, a neighbourhood in Wintergreen, is home to this holiday home. Swannanoa Palace and Plumb House Museum are local landmarks, and some of the area's attractions include Wildlife Center of Virginia and War Fields.
Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 1 min walk - 0.0 km
- Shenandoah National Park - 22 min drive - 25.1 km
- University of Virginia - 41 min drive - 63.9 km
- John Paul Jones Arena - 45 min drive - 67.0 km
- Monticello - 48 min drive - 72.2 km
Getting around
Restaurants
- Belties - 18 min drive
- Hill Top Berry Farm & Winery - 22 min drive
- Iron & Ale At Wintergreen Resort - 22 min drive
- Devils Backbone Brewing Company - 15 min drive
- The Market - 17 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
14 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
10/10 Excellent
John B.
3 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
John B.
Stayed 6 nights in Dec 2025
10/10 Excellent
Tressell C.
28 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter Break - Amazing!
Tressell C.
Stayed 2 nights in Jan 2025
10/10 Excellent
KATIE L.
22 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
KATIE L.
Stayed 4 nights in Sep 2025
10/10 Excellent
Chris C.
2 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay at Bear Ridge Retreat
Chris C.
Stayed 2 nights in Feb 2025
10/10 Excellent
Katie M.
17 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katie M.
Stayed 3 nights in Feb 2026
10/10 Excellent
Andrea C.
18 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Andrea C.
Stayed 12 nights in Apr 2025
About the host
Hosted by New School Hosting
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























