Hilltop Hideaway - Wintergreen 5BR with Hot Tub | House in Wintergreen Resort

10.0 (7 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  12 Guests
Nellysford House | Hilltop Hideaway - Wintergreen 5BR with Hot Tub

5 Bedroom House in Nellysford, Wintergreen Resort

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. Zero steps to enter the home. 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.

Hilltop Hideaway - Wintergreen 5BR with Hot Tub is located in Nellysford. Hilltop Hideaway - Wintergreen 5BR with Hot Tub provides accommodation, featuring Hot Tub, Kitchen, Air Conditioner, among other amenities. This House features Hot Tub, Kitchen, Air Conditioner, to make your stay a comfortable one.

Hilltop Hideaway - Wintergreen 5BR with Hot Tub has 5 Bedrooms , 3 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Nellysford has interesting places to visit. If you want to learn more about the House in Nellysford, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • 3 bathrooms
  • Toilet paper
  • Soap
  • Bathtub or shower
  • Hair dryer
  • Towels provided
  • Shampoo
Bedroom
  • Bed sheets provided
  • 5 bedrooms
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Stovetop
  • Oven
  • Microwave
  • Refrigerator
  • Kitchen island
  • Toaster
  • Lobster/crab pot
  • Dishwasher
  • Cookware/dishes/utensils
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
  • Wheelchair-accessible parking and van parking available
Pet Friendly
  • Welcoming dogs only
  • 2 total pets
  • Pet friendly
Accessibility
  • 1 on-site accessible parking spaces
  • Stair-free path to entrance
  • Front entrance ramp
  • Smoke-free property
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Entertainment
  • Pool or billiards table
  • Smart TV
  • Video games
  • Arcade/game room
General
  • English
  • Desk chair
  • Computer monitor
  • Desk
Guest Services
  • Travel crib
  • Children's dinnerware
  • Highchair
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Balcony
  • Outdoor furniture
  • Firepit
  • Barbecue grill
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • Deadbolt lock
  • First aid kit
Spa
  • Shared/communal pool
  • Hot tub

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

Reviews

Adam S.
Jan 31, 2026 03:10:38 AM
Review Score:   10
Summary: Everything was wonderful, the host was incredible and very responsive. I would for sure recommend this to a friend.
See All Reviews

FAQ's

Is this Nellysford house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Nellysford house have a swimming pool?

Yes, this Nellysford house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Nellysford house?

Best-rates for the Nellysford house starts from $540 per night with includes Bedding/Linens, Wellness Facilities, Fireplace/Heating, Pet Friendly, Balcony/Terrace, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Hot Tub, Kitchen, Air Conditioner, Parking, Pool, TV, Sports/Activities, Guest Services, Internet, Laundry, Child Friendly with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Nellysford house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Nellysford house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Nellysford house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Nellysford house?

Based on the information reported by the owner or manager, the Nellysford house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Nellysford house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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