Entire home
Hilltop Hideaway - Wintergreen 5BR with Hot Tub
Family-friendly holiday home in Wintergreen with a hot tub
Photo gallery for Hilltop Hideaway - Wintergreen 5BR with Hot Tub





5 bedrooms3 bathroomsSleeps 12
Popular amenities
Explore the area
Wintergreen Resort, VA
- Place, Wintergreen Resort3 min walk
- Place, Bold Rock Hard Cider Nellysford Cidery13 min drive
- Place, University of Virginia37 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)49 min drive
Rooms & beds
5 bedrooms (sleeps 12)
BR1: Main level king
1 King Bed
BR2: Upper level king
1 King Bed
BR3: Upper level sofa bed
1 Double Sofa Bed
BR4: Lower level queen
1 Queen Bed
BR5: Lower level bunk room
2 Single Bunk Beds
3 bathrooms
Lower level full bath
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Main level full bath
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Upper level full bath
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Hilltop Hideaway - Wintergreen 5BR with Hot Tub
New listing- 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).
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. There is no additional cost for this.
- 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.
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).
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. There is no additional cost for this.
- 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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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
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
About the area
Wintergreen
Wintergreen is home to this holiday home. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's activities can be experienced at Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery. Travelling with kids? Consider Wildlife Center of Virginia and War Fields.
Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 3 min walk - 0.3 km
- Bold Rock Hard Cider Nellysford Cidery - 13 min drive - 16.7 km
- Shenandoah National Park - 18 min drive - 22.1 km
- University of Virginia - 37 min drive - 60.8 km
- Monticello - 44 min drive - 69.1 km
Getting around
Restaurants
- Trager Bros Coffee Shop - 25 min drive
- Devils Backbone Brewing Company - 16 min drive
- Hill Top Berry Farm & Winery - 24 min drive
- Belties - 20 min drive
- The Market - 5 min drive
Frequently asked questions
About the host
Hosted by New School Hosting
Languages:
English
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