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Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)

Photo gallery for Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)

Living area
Room
Dining
Interior
Games room

Reviews

9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Outdoor pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer/dryer
  • Balcony or patio

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 King Bed

Common area 1

1 Double Futon

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area

About this property

Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)

The mountains are calling and you must go.

Well, you don't have to, but we think it's a good idea.

Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

At Tips Up, you'll have a great time no matter the season. You're steps away from shredding the slopes in the winter and a short drive from hiking, wineries, breweries, and more in the summer. Bring your four-legged, furry friend along for the ride! Tips Up is pet-friendly and welcomes well-behaved pups.

Check out the highlights of your home away from home:

BEDROOM
-King bed
-TV

LIVING ROOM
-Sleeper sofa
-TV
-Game closet (if we don't have your favorite, let us know!)
-Wood burning fireplace

KITCHEN
-Dining, cooking, and baking essentials
-Keurig coffee machine
-Dishwasher

PATIO
-Private outdoor patio with table and chairs

MISCELLANEOUS
-Free WiFi
-Washer/dryer
-Pool access (seasonal, not on-site)

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About the area

Wintergreen

Located in Wintergreen, this condo is in a rural area and in the mountains. Zeus Digital Theater and Waynesboro Heritage Museum are cultural highlights, and some of the area's attractions include Wildlife Center of Virginia and War Fields. Take in the nearby slopes with cross-country skiing, snowboarding and skiing, or try out other outdoor activities such as sledging.
Map
wintergreen resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Bold Rock Hard Cider Nellysford Cidery - 17 min drive - 18.7 km
  • University of Virginia - 53 min drive - 75.2 km
  • John Paul Jones Arena - 56 min drive - 75.6 km
  • Downtown Mall - 62 min drive - 78.9 km

Getting around

  • Staunton Station - 40 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 54 min drive

Restaurants

  • ‪Belties - ‬16 min drive
  • ‪Hill Top Berry Farm & Winery - ‬20 min drive
  • ‪The Edge - ‬7 min walk
  • ‪Iron & Ale At Wintergreen Resort - ‬19 min drive
  • ‪The Market - ‬7 min walk

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 36 reviews
Rating 8 - Good. 3 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Matthew D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, place was very well appointed. Slept very well, comfy bed, super quiet. Had a little fire on Saturday evening, perfect!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Mandy H.

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

Nice place - great location

Perfect location for skiing
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Ryan P.

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

Great Location!

Lovely spot. So close to the slopes and activities.
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

Maryann S.

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

Nice stay

Everything was just as advertised and the owners are quick to reply to any questions.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Heather A.

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

Perfect and Cozy

Perfect location. Perfect condo! Owner was great! Enjoyed our stay.
Stayed 1 night in Jan 2023
Verified

10/10 Excellent

Taylor V.

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

Great Getaway

Would highly recommend this property. Communication with the owner was prompt and check in/check out was a breeze.
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Sarah R.

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

Short getaway

Property was just as described and host was very communicative. Loved it, and would absolutely visit again.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Donna S.

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

Comfortable and Cozy

We enjoyed our stay. It’s a great location to the ski slopes and the restaurants. We were very comfortable and had everything we needed. We appreciated that it was pet friendly as well. We would definitely stay here again.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

William F.

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

Anniversary Weekend

Celebrated our 34th Wedding anniversary and the place was perfect.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Jackie B.

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

Great rental!!!!!

This was a wonderful comfortable and well appointed rental. Owners very helpful!
Stayed 3 nights in Nov 2023
Verified

8/10 Good

Susan F.

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

Great Location

Great location to the slopes and mountain village. All walkable. No need to drive to the center of everything.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Mandy T.

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

Relaxing and fun

It was very clean and quiet. We had so much fun!!
Stayed 1 night in Sep 2023
Verified

10/10 Excellent

Michael C.

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

Winter Stay

Nicely updated place. Perfect for two. Close to ski lift!
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Jason A.

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

Ski Weekend

The property was a great little condo for a ski weekend with a short walk from the patio to the slopes and lift. Easy check in and check out.
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Beth

Liked: Cleanliness, amenities, property conditions & facilities, communication
We loved the layout. Very comfortable. Wish there was a hot tub nearby though!
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Kenneth S.

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

Absolutely amazing

The unit was very clean and exactly as described! The selection of coffee was out of this world! Enjoyed every moment of our stay!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Cathy H.

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

KeeKee

Great little condo in a perfect location to mountain activities.
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

Margaret H.

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

Cozy and peaceful

Very comfortable
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Lindsay G.

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

Quick Get Away

We booked this property very last minute and was very pleased. You don’t even need “ski in ski out” because this is so close. We will definitely want this again next year!
Stayed 1 night in Feb 2024
Verified

10/10 Excellent

Elizabeth S.

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

Nice

Cozy cute clean just what I needed
Stayed 1 night in Aug 2023
Verified

10/10 Excellent

Joyce F.

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

Perfect

Everything we needed to come and hike with our pup, cook all of our meals, and purchase our own Wintergreen condo while we were at it!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

John V.

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

Quick one night stay

Very clean and comfortable. Justin was responsive and helpful. It was a quick walk to the slopes and the lodge was just up the street. Would definitely book this again.
Stayed 1 night in Feb 2023
Response from VrboOwner on 12 Mar 2023
John was a great guest. We would love to host you again!
Verified

10/10 Excellent

Colby Y.

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

Very Clean

This condo was very clean and well equipped for our stay. We will stay again. Thanks
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Mary S.

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

Peaceful

Everything went smoothly. Very peaceful and relaxing.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Jeanne S.

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

Wedding

We wanted a place to stay for Friday & Saturday that was close to the lodge and also had accommodations for our dog. This was perfect. We loved that we had a little back deck with enough space for our dog. It was very easy to check in and check out. We would stay here again. It was just enough space for us.
Stayed 2 nights in Aug 2023
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