At Hilltop Hideaway - Wintergreen 5BR with Hot Tub, you can look forward to a firepit, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms3 bathrooms
Popular amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
The current price is €1,137
€1,137
includes taxes & fees
11 Apr - 12 Apr
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Hilltop Hideaway - Wintergreen 5BR with Hot Tub
Welcome to Hilltop Hideaway! Located in the heart of Wintergreen, Hilltop Hideaway features a hot tub, 2 propane firepits with seating, and covered outdoor dining. Inside, you'll love the soaring ceiling with a light-drenched open concept living room / dining / kitchen, plus a separate living room / game room downstairs. With 5 bedrooms, the house sleeps 12 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting.
Hilltop Hideaway is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there are other great trails just down the street. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.
The house has 5 bedrooms and 3 bathrooms, with the layout as follows:
Main level (note: zero steps required to enter home from driveway):
- Main level deck features covered dining for 6, propane firepit with 4 adirondack chairs, and gas grill (propane provided for firepit and grill) - Living room with wood-burning fireplace (wood provided) and big screen smart TV - Dining area for 8, plus room for 4 more at the kitchen bar - Fully stocked kitchen with brand new counters, stainless appliances, island with bar seating - BR1: King bedroom with workspace area and bathroom access - Full bath with dual entry (BR1 and hallway)- double vanity and shower/tub combo - Laundry room with washer / dryer
Upper level:
- Loft area overlooking living room with desk - BR2: King bedroom with workspace area - BR3: Small bedroom with sofa bed and smart TV - Full hall bath with shower
Lower level:
- Lower level deck features hot tub and propane firepit with seating for 8 - Additional living room / game room with pool table, shuffleboard, arcade machine, large smart TV, and multiple seating areas - BR4: Queen bedroom - BR5: Bunk bedroom with twin-over-full bunk bed plus twin-over-twin bunk bed, and smart TV - Full hall bath with shower/tub combo - Laundry room with full size washer and dryer
Other things to note:
- Hilltop Hideaway is pet friendly! We allow up to 2 dogs with a $100 pet fee (total, not per pet or per night). - Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. - The driveway can easily fit 5-6 vehicles. There is an overflow parking lot nearby if needed. - Wifi is fast with a strong signal throughout the house and decks. - The living room, downstairs living room/game room, and 2 of the bedrooms have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable. - 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, high chair, and kid dishes provided - 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.
Property amenities
Pool/Spa
Communal pool
Hot tub
Internet
Available in the house: Free WiFi
Parking and transport
Wheelchair-accessible parking and van parking available
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Smart TV
Video games
Outdoor areas
Balcony
Barbecue grill
Firepit
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Work spaces
Computer monitor
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
Pet friendly
Welcoming dogs only
2 pets total
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Accessible parking space
Front entrance ramp
Wheelchair-accessible parking
Wheelchair-accessible van parking
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Arcade/game room
Billiards/pool table
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)
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
Rules
Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM.
No candles, fireworks, or open fires (except at the provided firepit, if applicable)
No refunds due to weather
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
About the area
Wintergreen is home to this holiday home. Zeus Digital Theater and Wayne Theatre are cultural highlights, and some of the area's activities can be experienced at Wintergreen Resort and Sherando Lake Recreation Area. Travelling with kids? Consider Wildlife Center of Virginia and War Fields. Visit our Wintergreen travel guide
Does Hilltop Hideaway - Wintergreen 5BR with Hot Tub have a pool?
Yes, this property has a pool.
How much does it cost to stay at Hilltop Hideaway - Wintergreen 5BR with Hot Tub?
As of 10 Apr 2026, prices found for a 1-night stay for 2 adults at Hilltop Hideaway - Wintergreen 5BR with Hot Tub on 11 Apr 2026 start from €1,137, 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 Hilltop Hideaway - Wintergreen 5BR with Hot Tub pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much is parking at Hilltop Hideaway - Wintergreen 5BR with Hot Tub?
On-site parking is available at the property.
What time is check-in at Hilltop Hideaway - Wintergreen 5BR with Hot Tub?
Check-in begins at 4:00 PM.
What time is check-out at Hilltop Hideaway - Wintergreen 5BR with Hot Tub?
Checkout is at 10:00 AM.
Where is Hilltop Hideaway - Wintergreen 5BR with Hot Tub located?
This family-friendly Wintergreen holiday home is steps away from George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).
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Hilltop Hideaway - Wintergreen 5BR with Hot Tub 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.
What a lovely, spacious, clean, and comfortable home in the mountains! Hilltop Hideaway has a well-stocked and equipped kitchen, bedrooms with comfortable beds, bathrooms that had plenty of shampoo, conditioner, body wash, etc., a terrific game room that kept the kids entertained, and an overall setting that was perfect for a fun, relaxing New Year’s Eve weekend. Our host, Mary, was extremely responsive. We loved every bit of our stay!