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Above the Clouds! Perfect Escape for Families!

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Smart TV, fireplace, books - Above the Clouds! Perfect Escape for Families! (Wintergreen Resort)
Smart TV, fireplace, books - Above the Clouds! Perfect Escape for Families! (Wintergreen Resort)
Dining - Above the Clouds! Perfect Escape for Families! (Wintergreen Resort)
Fridge, microwave, oven, stovetop - Above the Clouds! Perfect Escape for Families! (Wintergreen Resort)
Exterior - Above the Clouds! Perfect Escape for Families! (Wintergreen Resort)
Above the Clouds! Perfect Escape for Families! provides amenities, such as a firepit and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10297 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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.

Above the Clouds! Perfect Escape for Families!

Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated and spacious family-friendly home located in a quiet cul-de-sac includes two gas fireplaces, second floor deck, and a play area for the kiddos. The mountain has something for everyone from hiking, skiing, and swimming, to beer and wine tasting. The house is a short drive to the Wintergreen Spa and Lodge, and a quick walk to Devil's Knob Overlook and an Old Appalachian Trailhead.

This spacious home has two large entertaining areas. On the main level enjoy the beautiful floor to ceiling windows offering a seasonal sunset mountain view with an up-to-date kitchen. Walk out onto the second floor porch to have your morning cup of coffee while listening to nature's serenade. The main floor also includes a gas fireplace, the master bedroom and bathroom with exposed beams and an extra half bathroom.

The other entertaining space is located in the basement which has a gas fireplace along with a TV and fridge as well as another area for outdoor covered seating.. A full bedroom, bathroom, laundry room, and garage are also located on this level.

The third floor boasts beautiful exposed hardwood ceilings and a special children's nook where they can enjoy playing games, coloring, and other kid-centric activities. Two bedrooms and one bath can also be found on this level.

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains
  • Near a health/beauty spa

Things to do

  • Heated pool
  • Snow sports gear
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Wildlife walks nearby
  • Winery tours nearby

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,200 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

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

Pets

Pets not allowed

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 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

Located in Wintergreen, this holiday home is in a rural area and in the mountains. The area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah, while Zeus Digital Theater and Wayne Theatre are cultural highlights. Wildlife Center of Virginia and War Fields are also worth visiting. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with hiking and mountain biking. Visit our Wintergreen travel guide
View more Holiday homes in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford
    Wintergreen Resort
    17 min walk - 1.5 km
  • University of Virginia
    University of Virginia
    58 min drive - 75.9 km
  • Bold Rock Hard Cider Nellysford Cidery
    20 min drive - 21.5 km
  • John Paul Jones Arena
    59 min drive - 78.3 km
  • Scott Stadium
    61 min drive - 77.6 km

Getting around

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

Restaurants

  • Belties
    20 min drive
  • The Edge
    6 min drive
  • Iron & Ale At Wintergreen Resort
    24 min drive
  • The Market
    5 min drive
  • Devils Backbone Brewing Company
    17 min drive

Frequently asked questions

Does Above the Clouds! Perfect Escape for Families! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Above the Clouds! Perfect Escape for Families! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Above the Clouds! Perfect Escape for Families!?

On-site parking is available at the property.

What time is check-in at Above the Clouds! Perfect Escape for Families!?

Check-in begins at 4:00 PM.

What time is check-out at Above the Clouds! Perfect Escape for Families!?

Checkout is at 11:00 AM.

Where is Above the Clouds! Perfect Escape for Families! located?

Situated in the mountains, this holiday home is within 1 mile (2 km) 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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Above the Clouds! Perfect Escape for Families! 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. 22 out of 22 reviews
Rating 8 - Good. 0 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Andrea M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved our stay at Brett’s cabin. It is very spacious and clean, has 2 fireplaces and an outdoor fire pit, ample sitting areas, and had everything we needed to enjoy a weekend in wintergreen. We are hoping to return soon!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Christina R.

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

Wonderful!!

This house was so great. Super clean, great location very well organized. A perfect place to spend the weekend. Our whole family loved it. Would definitely recommend highly.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Haley E.

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

Great place to stay

We loved our stay! The home was beautiful and clean. They had everything you need to stay with children including dishes, toys, a baby gate, etc. They even had a cute little kids rocking chair to play with. It was so nice to go and have what you need in a beautiful location!
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Meredith S.

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

Relaxing and Comfortable

The best part about this accommodation is all the space! Everyone had their own area to hang out. It was well stocked with everything we could possibly have needed, and the candies were a welcomed treat. Communication with the property owners was prompt and helpful. The neighbors were even cordial! Will definitely stay here again.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Andrea H.

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

Perfect Winter Weekend Retreat

My family and another family enjoyed a delightful weekend at this cabin near Wintergreen. The home is well appointed (I really appreciated the quality of the kitchen equipment) and very clean, and the layout lends itself well to two families having ample privacy and gathering space. The cabin is a five minute drive from the Wintergreen resort as well as places to sled and play in the snow, and we made wonderful memories here. I also appreciate how accessible the property manager and owner were when I needed instructions on how to re-ignite the fireplace pilot light. I feel grateful for having been able to stay here, and would absolutely return and recommend it to other families.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Amy H.

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

Open the door and say, WOW!

This home far exceeded our expectations!! It was perfect for our girls get-away! It’s in a beautiful and relaxing location . We spent lots of time on the large deck. They even provided s’more forks for our evening fire and dessert s’mores! They thought of everything you could possibly need and the little surprise touches were wonderful! Everything was beautiful, extremely clean and comfy (the beds, the couches and chairs)! It was very spacious and had room for relaxation, playing games, crafts, tv watching, a place especially for the kids was adorable! We had the best time and this place accommodated our every need and were already planning our next escape! Check it out and ENJOY!
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Jessica S.

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

Great house!

Wonderful house. It felt very spacious — plenty of space for our group to spread out. Big windows with beautiful views, well stocked kitchen, comfortable beds. A 5 minute drive to the skiing at Wintergreen. The owner sent us an extremely helpful pdf brochure ahead of time with very detailed information about the house. Our only challenge was with climate control — in winter, with the heat running, the living areas and master bedroom felt cool while the other bedrooms felt warm. Just keep that in mind when allocating bedrooms to the people in your party. :)
Stayed 3 nights in Jan 2024
Verified

10/10 Excellent

Diana F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is absolutely amazing! The host made everything so easy, and the house was very well-equipped. The check-out process was super easy! We loved it, and it's definitely among the top houses we've stayed in!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Hallie R.

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

Great house for families

Spacious house fully loaded with anything a family needs for a great weekend away! The house was beautiful and we enjoyed our stay.
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Sean S.

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

Family getaway

Absolutely perfect!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Christopher C.

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

Amazing!

The place was spectacular. Hope to be able to stay again in the future.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Laura B.

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

Wonderful stay at the Retreat

We had a great stay! The home was well equipped with everything we needed. The home was spacious and clean. We will definitely keep it in mind for another trip to Wintergreen.
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Erik J.

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

Family fun weekend

This is the second time our family has stayed in this house. It was a great place for us and we hope to be back!
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Erik J.

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

Fantastic house!

This house was fantastic! It was very clean and had everything you could want readily available. We would love to return to this house in the future. It was the perfect place for our family to gather for some fall fun!
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Ginger F.

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

Lovely. Awesome ski weekend l!

Exactly as advertised. Thank you.
Stayed 3 nights in Feb 2023
Verified

10/10 Excellent

Valerie N.

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

Delightful Holiday

This property is exactly as described and a wonderful place to relax, work, and enjoy the mountain. The home is well maintained, beautiful, and has a fully stocked kitchen to bake, cook, & entertain. We had a great time baking cookies, making dinners and having dinner around the dinner table which seats 6. Absolutely wonderful staff and great hosts! It felt like a resort inside the resort.
Stayed 10 nights in Dec 2021
Verified

10/10 Excellent

Linda J.

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

Beautiful, large, comfortable, and convenient location

We loved our stay at this beautiful home. Everything was extremely clean, and the bathrooms and kitchen looked new. The family room furniture is so comfortable for a large group to recline and relax after a day of skiing. The kitchen was stocked with coffee k-cups, a nice double griddle pan, toaster, and Belgian waffle maker, which made family breakfast so nice and easy. We loved our stay here and had no complaints. We hope to return to the same property again—no need to look anywhere else in Wintergreen. This home had everything we wanted.
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

John D.

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

Perfect, Special, Quality Time!

We know the Wintergreen Retreat ranks as one of our best vacation homes yet! Our children and grandkids met in this beautiful mountain home for Thanksgiving as well as a birthday celebration. This house is so well appointed with.....just about everything! Not only were we able to cook Thanksgiving dinner there but just about all our other meals. We wanted especially to be "home" for dinner, so we did not miss the stunning sunsets over the mountains! And the stars at night..my goodness...amazing! The home is decorated in such a warm and comforting style. From the super comfortable, plush reclining sofas to the lovely flooring, striking windows...you just wanted to sit in that great room and take it all in! They even had some tasteful holiday decorations about that made it even more welcoming. You can see careful attention was paid to details throughout the whole, very clean house, with quality furnishing, bedding, towels etc. including current, well cared for games for both adult and children. They especially loved both the puzzle and Lego table downstairs! The owners were also very efficient and promptly answered all emails or calls. We had a minor inconvenience happen in the home through no fault of ours or the owners. They responded and made arrangements immediately, on a holiday weekend! They were also caring enough to leave some Happy Birthday balloons and chocolates for the birthday celebration. Wintergreen property is AMAZING! So many opportunities to hike right in Wintergreen. A favorite was the Shamokin Waterfall hike..so pretty! We also went off property to striking Crabtree Falls. That was also amazing! All in all..a fabulous home, perfect holiday, birthday, quality time spent, and precious memories made in such a beautiful setting. So thankful for that experience!
Stayed 6 nights in Nov 2022
Verified

10/10 Excellent

Kristen H.

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

Great stay!

We had a fabulous stay. The house was clean and very accommodating for 8 friends. Very spacious and had everything we needed! Thanks!
Stayed 2 nights in Nov 2022
Verified

10/10 Excellent

Norma A.

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

Excellent

Our family loved this Wintergreen retreat. It was beautiful, clean, comfortable, and well stocked. We would definitely go there again.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Kate N.

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

Definitely Going Back

We had a great experience at The Retreat! Check in was easy and Brett's communication was great and answered all of our questions in a timely manner. You can tell the house has been well maintained and cared for. It was better than we expected, we will definitely be back!
Stayed 1 night in Jul 2022
Verified

10/10 Excellent

Debra S.

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

A place above the clouds!

Thank you for sharing your wonderful home with my family. We were finally able to be together after 2 years, due to Covid-19. The attention to detail in the house made it feel like a home away from home. You provided everything anyone would need, plus so much more! The kids loved the surprise candy in the refrigerator. It wasn't always the best weather, but the house had more than enough room to pass the time together. The family was able to do some tubing, hiking and other activities that were offered at the resort. A thoughtful gesture by you providing our New Year's Eve box. We celebrated at the Wintergreen Resort, which had amazing fireworks! Once again, thank you Brett for promptly answering my many questions. We haven't stopped talking about our time together. Would love to come back someday.
Stayed 5 nights in Dec 2021