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Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Condo with kitchen, steps from Wintergreen Resort

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Fridge, microwave, oven, stovetop
Property grounds
Smart TV, fireplace, DVD player
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Outdoor dining

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms3 bathroomsSleeps 61400 sq ft

Popular amenities

  • Air conditioning
  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪12 min drive‬
  • Place, University of Virginia
    ‪37 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪49 min drive‬

Room options

About the neighborhood

Wintergreen

This condo places you next to Wintergreen Resort and George Washington National Forest. The condo includes a kitchen, a fireplace, and a balcony.
View more Condo Rentals in WintergreenOpens in a new window

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 miles
  • Bold Rock Hard Cider Nellysford Cidery - 12 min drive - 10.0 miles
  • Shenandoah National Park - 18 min drive - 13.7 miles
  • University of Virginia - 37 min drive - 37.8 miles
  • Monticello - 44 min drive - 43.0 miles

Getting around

  • Staunton Station - 42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 56 min drive

Restaurants

  • ‪Trager Bros Coffee Shop - ‬23 min drive
  • ‪Devils Backbone Brewing Company - ‬14 min drive
  • ‪Hill Top Berry Farm & Winery - ‬21 min drive
  • ‪Belties - ‬18 min drive
  • ‪The Market - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Rosie's Retreat (FKA: Ro's Retreat) Come enjoy this cozy 3 bedroom/3 bath condo located on the 18th hole of Devils Knob. Recently updated with new paint, bedding, and flooring. Perfect for any season! Just a shuttle ride from the slopes and tubing! This unit is adjacent to the Spa and Nature Center and convenient to 37 miles of hiking trails. You can also visit Nelson County's 7 wineries, 5 breweries, 3 cideries, and 2 distilleries. Wintergreen has it all!

Key Amenities include a fully equipped kitchen, free WiFi, TV in den & each bedroom, DVD player, gas fireplace, electric grill, games, private patio with great outdoor space, ample parking, & more!

Nearest Major Airport: Charlottesville Albemarle Airport (approx. 50 miles)

**This property is not wheelchair accessible. Steps are required to access condo from parking lot.**
The condo is air-conditioned and features a kitchen, 3 bathrooms, and a balcony or patio, and there's space to spread out with 3 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • DVD player
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains

Things to do

  • Golf
  • Snow sports gear
  • Golfing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,400 square feet

Policies

Check-in

Check-in time starts at 3:00 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

Pets

  • This property welcomes pets
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to see near this condo?

This condo is located in Wintergreen and just steps from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead is also within a driving distance of 4.5 mi.

Is parking available on site at this condo?

No, there isn't parking available at the condo.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What amenities will couples enjoy at Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes?

Amenities that appeal to couples at this condo include a fireplace, a kitchen, and a smart TV.

Does Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes have a hot tub?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this condo.

Are there connecting rooms at this condo?

No, there aren't connecting rooms at this condo.

How close is the airport from this condo?

The closest major airport to this condo is Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is about 23.7 mi away.

Are there rooms with balconies at Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes?

Yes, every condo unit at Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes comes with a balcony with some featuring golf course or mountain views.

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 44 out of 54 reviews
Rating 8 - Good. 7 out of 54 reviews
Rating 6 - Okay. 1 out of 54 reviews
Rating 4 - Poor. 2 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Katy K.

Liked: Cleanliness
Clean and comfortable.
Stayed 2 nights in Nov 2025

10/10 Excellent

Beth M.

Liked: Cleanliness
Three best friends came for a weekend get away. We enjoyed the quiet and comfortable condo. It was a great time to relax, sit by the fire, play games and enjoy friendship.
Stayed 2 nights in Oct 2025

4/10 Poor

Sandi D.

Unfortunately, there were major issues with the unit: no heat that wasn't repaired while we were there for 3 nights, internet that was not working (issue within unit wiring) with repairman having to return twice as he didn't have needed equipment meaning we had to be present and one of the afternoons the hot water going out. Other minor issues like light bulbs burned out in master bathroom, hair dryer not working in master bathroom and hair dryer holder pulled out of wall, just hanging in 2nd bathrom and light over stove entire casing missing. Felt like we were having to contact host office to try to get things satisfactory really taking away from the beauty that the mountainside had to offer.
Stayed 3 nights in Oct 2025

8/10 Good

Raymond R.

Liked: Cleanliness
I have neuropathy and the immense number of stairs to get in and out of the property were a challenge.
Stayed 2 nights in Oct 2025

10/10 Excellent

Meg A., Fairfax, Va

Liked: Cleanliness
We absolutely loved our stay. We had a wonderful weekend getaway with the family and enjoyed amazing weather and activities!
Stayed 3 nights in Aug 2025

8/10 Good

Cherryl R.

Liked: Cleanliness
The place was nice, very clean. But we had no idea we had to go down 40 steps to even get in there. My friend has MS and that was very hard for her. There were some issues with the building that the owner had no control over, but worked hard to make things ok for us. I read some other notes from past visitors and they commented on the steps as well, that should be included in the description of the condo. We were thankful for a place to stay, but would not go back.
Stayed 4 nights in Sep 2025

10/10 Excellent

Gloria W., Williamsburg, Virginia

Liked: Cleanliness
This is our second time staying at this property.It fits our family perfectly. It’s clean, spacious, and fully stocked. It’s a great getaway for us.
Stayed 2 nights in Aug 2025

10/10 Excellent

Jennifer S.

Liked: Cleanliness
Thank you for such a nice stay. Plenty of room for everyone. Loved having 3 beds and baths. Condo was well kept and had all the necessary items for a comfortable stay. Especially enjoyed access to Chestnut pool. It was immaculately kept.
Stayed 3 nights in Aug 2025

10/10 Excellent

ujagnme

Liked: Cleanliness
The condo looked exactly like the pictures. It was very clean. Check in was easy. Ben, the owner, was very responsive. We loved our stay and would definitely go back
Stayed 3 nights in Aug 2025

8/10 Good

Karen A.

Stayed 5 nights in Jul 2025

10/10 Excellent

eric s.

Liked: Cleanliness

Nice break with my girls

Had a great stay..hosts quick to respond to questions. Patio was a nice plus!
Stayed 3 nights in Jul 2025

10/10 Excellent

Cindy O.

Liked: Cleanliness
Enjoyed our stay very much. The place was clean and cozy. Really enjoyed having the ability to take the dogs right out the back door. It was very convenient.Those stairs, though! Got a great workout.
Stayed 6 nights in Jul 2025

10/10 Excellent

Dennis K.

Liked: Cleanliness

Great Wintergreen Getawa

We came up over the Independence Day holiday and really enjoyed our stay. First, the hosts are so responsive. Had a couple minor issues to deal with, nothing that could have been anticipated or prevented, and our hosts were quick to respond and get things set right. Could not say enough about their responsiveness. The unit is very big, compared to others in the area. We had four adults and could have accommodated four more. Didn't even use one of the three bedrooms. Very well equipped property with a walk-out patio overlooking the golf course. Great place to bring a pet. The neighbors were so friendly as well. The unit has everything you could want and more. Someone else advised us of the number of stairs required to access the property (55 steps in all), but it was not bad. We felt like it was a good warm up for our hiking outings! Loved the location, good proximity to Wintergreen Village, area wineries and distilleries, lots of hiking paths, and such a beautiful area. we would definitely come again.
Stayed 5 nights in Jul 2025

10/10 Excellent

Ryan M.

Liked: Cleanliness

Relaxing weekend stay

Great place to stay for a relaxing weekend in the mountains to escape the heat. Greatly appreciated the fully stocked kitchen! It is truly fully stocked, unlike so many rental places which only claim to be.
Stayed 2 nights in Jul 2025

10/10 Excellent

Robert T.

Liked: Cleanliness

Awesome place

The condo was very clean, cozy and well appointed. The view of the golf course was beautiful and the mountain was quiet that week, which we were in need of some peace and quiet. My wife and I are already talking about our next trip to Wintergreen and we will likely stay here again.
Stayed 2 nights in Jun 2025

10/10 Excellent

Carla F., -

Liked: Cleanliness

Perfect Weekend

We had the best weekend! Loved Lake Monocan and Devil’s Knob Spa. Also visited Three Notched and Devil’s Backbone. Condo worked very well. Beds were so comfortable and we lived kicking back on the patio. Will definitely rent again since it’s so close. Thanks for great communications!
Stayed 3 nights in Jun 2025

10/10 Excellent

Stacia G.

Liked: Cleanliness
For the price point and location. It was a very cozy cute condo. It was very clean, which is a huge priority in my book! This was not a disadvantage to my family because we actually enjoyed it, but there are quite a few steps to get to the condo. So in the event mobility is a challenge I wanted to make sure people knew. The host was extremely kind and responsive. I would definitely stay here again. Thank you so much!
Stayed 2 nights in May 2025

8/10 Good

Mark K.

Liked: Cleanliness

Nice weekend

Enjoyed Rosie’s Retreat this past weekend as a place to stay while attending my nephew’s graduation at Liberty University - Go Flames.
Stayed 2 nights in May 2025

10/10 Excellent

Jennifer S., Gaithersburg

Liked: Cleanliness

Loved it!

We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!
Stayed 4 nights in Apr 2025

10/10 Excellent

Amy B.

Liked: Cleanliness

Family Time

The perfect getaway for my husband and myself with our two grown sons. Lots of hiking and enjoying the beautiful spacious condo. Great place. Our second visit in 2 years and we will be back.
Stayed 3 nights in Mar 2025

8/10 Good

Kaela H.

Liked: Cleanliness

Very nice get away

Very nice get away, great location! Everything we needed, only downside we got there and the place was 50degrees!!!! It was freezing!!!! Took it about a day for it to get to 65, thankfully they had a space heater. Otherwise place was clean, and I would recommend it.
Stayed 3 nights in Feb 2025

10/10 Excellent

Sally D., Holly Springs, NC USA

Liked: Cleanliness

Cozy, comfortable, convenient condo

Enjoyed our stay in this condo. Comfortable beds and furniture. Well stocked kichen made cooking meals easy. We especially appreciated the convenient walk or short ride to the shuttle for sking. You will definitely get your steps in with the stairs from the parking lot to the condo.
Stayed 3 nights in Jan 2025

10/10 Excellent

Ruth

Traveled with pets, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
The host was very responsive and stay was extremely comfortable! Plenty of room and amenities. :) Was like a home away from home. Thankful we could have our fur babies join us on this weekend getaway. They seemed to enjoy it as well. Only thing would caution is due to the location on a hillside/mountain side don’t underestimate the amount of stairs to get to a from the retreat. There were three sets of steep stairs and a walkway exposed to the elements. Plus additional three sets of steps to get to Rosie’s retreat. This was difficult to bring luggage and groceries to and from which was a challenge several of our group members. And we had a beautiful snow fall the night before we left making it difficult for the dogs to return to the vehicles. So just prepare accordingly. This was a beautiful location nestled along the hillside with so many warm and cozy amenities make the stay enjoyable. Appreciate the home owner sharing their getaway with us!
Stayed 3 nights in Jan 2025

10/10 Excellent

Gerrold K.

Liked: Cleanliness

Awesome place.

Perfect place to stay for skiing ! The accommodations are cozy and impeccably clean, making it the perfect home away from home. Ben was very responsive and kind. This is definitely one of the better VRBO bookings I've stayed at. It was well stocked with all the necessities for cooking. Our family thoroughly enjoyed staying here!
Stayed 3 nights in Jan 2025

10/10 Excellent

Casey D.

Liked: Cleanliness

Stay at Wintergreen

Property was everything we needed. Short trip to slopes.
Stayed 3 nights in Dec 2024