Hilltop Hideaway - Wintergreen, VA

Hilltop Hideaway

Wintergreen Resort, VA, United States
12
5
3

About

New listing- welcome to Hilltop Hideaway! Located in the heart of Wintergreen, Hilltop Hideaway features a brand new 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 house. Managed by Chris at New School Hosting. Plus, pet friendly!

Good to know

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 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/tub combo 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 Details 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.

Availability

What this place offers

Amenities

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool
  • TV
  • Washing Machine
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Entertainment

  • Arcade machine
  • Pool table

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool
  • TV
  • Washing Machine
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Entertainment

  • Arcade machine
  • Pool table

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Ceiling fan
  • Indoor fireplace

Family

  • Children's tableware
  • High chair
  • Travel crib

Parking and facilities

  • Free parking on premises
  • Private living room

Location features

  • Private entrance Separate street or building entrance

House 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 firepits) - No refunds due to bad weather

Accessibility

Neighborhood

Guest Access

Reviews

Marian
May 2026
Hilltop Hideaway was well-equipped beyond what we expected. The home was warm and welcoming. It had outstanding views and was so well maintained. Our family had plenty of private space yet the layout also made gatherings together enjoyable for all ages. Any questions we had were answered immediately. We would love to return for a longer period of time and see more of the area. It truly is a beautiful home!!!
David
April 2026
My friends and I drove out to the mountains and we had such a great time. The house had everything we needed. It was clean, spacious, and was very accommodating for the two dogs we brought with us. Both patios were great and the hot tub was an added bonus. The beds were comfy and had ample amount of towels and sheets. I would highly recommend staying here if you want to get away for the weekend.
Joyce
April 2026
This is a gorgeous home. We had 7 people that fit more than comfortably. It is a great location with a beautiful view. The hot tub and the game room were truly amazing.
Jason
April 2026
This place was perfect for our family trip to the mountains! The house was great with lots for the kids to do, and very dog friendly. It was also extremely well stocked with paper products, shampoo and soap, coffee, etc.
Jennifer
April 2026
This house was absolutely perfect for our weekend getaway. They community was really nice. The house was very clean and put together. It looks like what you see in the pictures. There are houses on both sides but it still felt private and quiet. We would definitely stay here again or consider staying at another one of their properties in the future.
Steve
March 2026
My family had a great time watching the NCAA Tournament. We brought a few extra TV’s and watched every game! We had a pool tournament, shuffleboard tournament and enjoyed the hot tub. We found a game called Off Topic and had a blast playing and laughed at some of the responses! Highly recommend this location!

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Approximate location. Full address will be provided on booking.