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Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly

Family-friendly holiday home in Wintergreen with a hot tub

Photo gallery for Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly

Property grounds - Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly (Wintergreen Resort)
Exterior - Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly (Wintergreen Resort)
Interior - Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly (Wintergreen Resort)
Interior - Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly (Wintergreen Resort)
Golf - Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly (Wintergreen Resort)
Nestled in the heart of Wintergreen, Above the Clouds offers a warm retreat minutes from Wintergreen Resort. This spacious five-bedroom home features four bathrooms and nearly 4000 sq ft of private space for up to four families plus pets.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms4 bathroomsSleeps 16353 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
The current price is NZ$2,305
includes taxes & fees
29 Jan - 30 Jan 2026

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.

Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly

Welcome to "Above the Clouds", your year-round retreat in the heart of Wintergreen. Our spacious house, nestled just minutes away from the ski lodge at Wintergreen Resort, offers a warm embrace to visitors seeking adventure any season of year.
Wintergreen is a special place that has many activities during each season such as skiing, tubing, hiking, biking, fishing, boating and golf. PLUS, you are only minutes away from Nelson151's renowned wineries, craft beer, ciders and distilleries...cheers!
Our house is five bedrooms four bathroom that is tucked back at the end of a cul-de-sac where you can enjoy the privacy of the spacious of a nearly 4000sq ft house. This house has the comforts of a private home, as this never rented before as it was used for family, now we offer you that same home away from home comfort and luxury. The space will accommodate four families plus your fur ball family member.
Feel free to use this house as your own.

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Games
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Snow sports gear
  • Golfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Local artist showcase
  • Locally-owned and organised tours and activities
  • Unit size: 3,800 square feet

Similar properties

Exterior
Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
9.8 out of 10, Exceptional, 8 reviews
Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

NO CATS!!!!! OWNER IS SEVERLY ALERGIC!!!! There will be a $500 Fee if there is a Cat, to have all the carpets and furniture cleaned.
No fireworks No Smoking No Candles Wood burning fires are prohibited outdoors. No refunds due to weather
Take them to the bottom trash dumpster located at 210 Blackrock Dr. Roseland , Va or 2042 StoneRidge Roseland, Va. dont leave out due to wildlife.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: The Owner is Allergic to Cats, NO dogs in Beds

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings, birthday parties, weddings

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
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

Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 11 min walk - 0.9 km
  • Shenandoah National Park - 16 min drive - 21.1 km
  • University of Virginia - 35 min drive - 59.9 km
  • Downtown Mall - 39 min drive - 65.3 km
  • Monticello - 42 min drive - 68.2 km

Getting around

  • Staunton Station - 43 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 62 min drive

Restaurants

  • ‪Belties - ‬20 min drive
  • ‪Devils Backbone Brewing Company - ‬16 min drive
  • ‪Hill Top Berry Farm & Winery - ‬23 min drive
  • ‪Trager Bros Coffee Shop - ‬24 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬24 min drive

Frequently asked questions

Does Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly have a pool?

Yes, this property has a pool.

How much does it cost to stay at Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly?

As of 30 Dec 2025, prices found for a 1-night stay for 2 adults at Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly on 29 Jan 2026 start from NZ$2,304.97, 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 Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly?

On-site parking is available at the property.

What time is check-in at Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly?

Checkout is at 10:00 AM.

Where is Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly located?

Located in Chestnut Springs, this family-friendly Wintergreen holiday home is within a 15-minute walk of 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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Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly 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.
More informationOpens in a new window
Rating 10 - Excellent. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Jake V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good Stay

Nice place with great amenities.
Stayed 3 nights in Jun 2025

10/10 Excellent

Wehbe L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect weekend getaway

We absolutely loved staying here -- the game room is AWESOME!!
Stayed 2 nights in Dec 2023

10/10 Excellent

Eric S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place in the Mountains

We had a great time staying at this house, it was perfect for a weekend reunion with friends and family. Michael was an excellent host, he reached out and made sure that we had everything that we need. I definitely recommend this place!
Stayed 2 nights in Apr 2025

10/10 Excellent

james r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

Great rental. Everyone enjoyed
Stayed 3 nights in Feb 2025

10/10 Excellent

Alina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place

This place is perfect ,we enjoyed it so much ,Michael was very responsive to all the messages ,perfectly located ,beautiful views ,the game rooms was perfect for the kids to play ,we will definitely return.
Stayed 2 nights in Jan 2024

10/10 Excellent

Jesse B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wintergreen Trip

The house worked great for 4 families with plenty of space for the kids to play and spread out. We would definitely plan to stay here again in the future.
Stayed 2 nights in Feb 2025

10/10 Excellent

Clark H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Escape

Awesome house….clean, great location, great entertainment room…very courteous and helpful owner, highly recommend!
Stayed 4 nights in Feb 2025

10/10 Excellent

Penelope R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wintergreen

Very nice resort area and home, communication with host was excellent.
Stayed 5 nights in Dec 2024

10/10 Excellent

Alice H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house and location

The house was perfect for our large family group to celebrate Thanksgiving week. Plenty of bedrooms and bathrooms. Beautiful house with a well equipped kitchen and fun game room. Highly recommend!
Stayed 8 nights in Nov 2024

10/10 Excellent

Casey J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing!

We had a wonderful stay at this property! The house was spacious and clean and the property is beautiful. We felt so relaxed! Close to some local breweries so we made use of those for sure! We absolutely loved the game room and hot tub! The host was responsive and very helpful for anything we needed! 10/10
Stayed 2 nights in May 2025

10/10 Excellent

Viktoria S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great gateway with friends

The home was just perfect. We enjoyed the game room and hot tub on large porch a lot. Great location, very clean. The owner answered all of our questions very fast, great communication. Definitely will rent again and recommend to everyone.
Stayed 2 nights in Jan 2024

10/10 Excellent

Trey C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing House with an Amazing Owner

Nothing but good things to say about this place. I organized a ski trip for 14 of my friends and this house comfortably slept all of them. Michael is a wonderful host that is very punctual with responding to any questions throughout your stay. The house was clean and made all of us in our mid-20s feel like kids again with the pool table, basketball game, etc.
Stayed 3 nights in Jan 2025

10/10 Excellent

Susan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic home!

We loved our 4 day stay in this home. It is in very good condition, is equipped exceptionally well, and was very clean. The 5 college guys traveling with us loved the pool table, poker table, and hot tub. All of us enjoyed the grill, awesome kitchen, and great location for hiking. And, the host is very responsive. This will be a repeat for us!
Stayed 4 nights in Mar 2024

10/10 Excellent

Sarah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house in the woods

This was such a beautiful house, I wish we could stay forever. We loved the hot tub, tromping through the woods, exploring the resort’s trails, and just spending time as a family! There are so many great trails nearby, and we had to go into Shenandoah National Park of course! We also enjoyed an apple orchard, went through the grand caverns (about an hour away), and played lots of cards! My cell reception wasn’t practically nonexistent, but that’s to be expected high in the mountains. Lovely place. Thank you!
Stayed 6 nights in Oct 2024