Condo
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Photo gallery for Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!





Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Explore the area

Wintergreen Resort, VA
- Place, Wintergreen Resort1 min walk
- Place, Bold Rock Hard Cider Nellysford Cidery12 min drive
- Place, Shenandoah National Park18 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)49 min drive
Rooms & beds
2 bedrooms (sleeps 6)
King bedroom
1 King Bed
Queen bedroom
1 Queen Bed
Queen sofa bed
1 Queen Sofa Bed
2 bathrooms
Guest bathroom
Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Hair dryer
Master bathroom
Towels provided · Toilet · Shower only · Hair dryer
Spaces
Deck or patio
Kitchen
Balcony
Outdoor play area
Dining area
About this property
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably.
This is our second condo here as we’ve fallen so in love with Wintergreen as a four season resort.
(Dobie is our other condo also 2/2 with Queen Sofa bed next to the Mountain Inn also ski in ski out ~ beginner slope
VRBO property ID 7973682)
Welcome home to the Highlands. Overlooking the advanced Black Diamond ski Slope.
Read all of my description here for lots of information if you are new to the area...
Take your vacation up a few notches in our thoughtfully curated space.
Feel instantly relaxed when you step inside and see the never ending backdrop of vast peaks and valleys.
Newly renovated with fresh finishes throughout. Both bedrooms have brand new carpet, mattresses and bedroom furniture & closet with plenty of hangers provided. Brand new tile flooring in each bathroom as well. We offer central heat and a/c or grab some readily available fresh cut firewood and cozy up by the fireplace. We have a full size washer and dryer, laundry basket, lint rollers, iron and ironing board etc.
Our condo sleeps 6 very comfortably with a *Queen sofa bed in the living room. You’ll find 2 full bathrooms, a shower 🚿 in the primary/King bedroom and a shower/tub in the guest bath. Queen guest bedroom - Stream your favorite show or movies on any of the 3 smart tv’s in king bedroom, guest bedroom & 65 inch smart tv in family room- 3 TVs total.
Highlands is our personal condominium when we visit Wintergreen and it is cleaned and sanitized thoroughly as we would our own home and according to recommended guidelines prior to every check in.
Plenty of extra linens, Bath Towels, dish towels and essential paper products including paper towels, hand soap, TP, garbage bags etc. restocked prior to every check in. Keurig K-cup and standard coffee pot and filters provided so you can brew a pot of your favorite coffee or bring your favorite single use K-cup flavor. Whether you’re meeting up with friends or spending time with family- take a break from the hustle and bustle atop this beautiful Mountain Resort.
*While we are home owners in Wintergreen we are no way affiliated with Wintergreen Inn Resort- you as our guests staying in our Wintergreen home have access to the Chestnut Springs outdoor Pool & Pavilion seasonally- *We are Not Club members and do Not have access to the indoor pool or fitness center so if you are wanting to use these two facilities we graciously ask that you please “Do Not” book with us as we are not able to offer access.
New to Wintergreen? Take a moment and Google “Wintergreen Resort” for real time current events and download their App- as there's almost always something fun happening on the mountain!
Our Highlands condo is just a short walk across the street to the newest eatery on the mountain “Fire @ Frost” for all things gourmet pizza. We have many lovely hiking trails or a short drive to local state parks, several wineries, breweries, restaurants & antique stores.
Historic “Monticello” the Estate of Thomas Jefferson has reopened with enhanced cleaning and safety measures in place- they offer a beautiful garden and tours of the estate & are family friendly-located in nearby Charlottesville. Check out Blue Ridge Fruit Loop- we love Strawberry picking nearby as well.
Shenandoah National Park is just a short drive and
Devils Backbone restaurant and brewery, Blue Mountain Restaurant and Brewery, Blue Toad Hard Cider Brewery & Bold Rock Cidery are a few of the local faves & just 15 min drive from the condo.
This is our second condo here as we’ve fallen so in love with Wintergreen as a four season resort.
(Dobie is our other condo also 2/2 with Queen Sofa bed next to the Mountain Inn also ski in ski out ~ beginner slope
VRBO property ID 7973682)
Welcome home to the Highlands. Overlooking the advanced Black Diamond ski Slope.
Read all of my description here for lots of information if you are new to the area...
Take your vacation up a few notches in our thoughtfully curated space.
Feel instantly relaxed when you step inside and see the never ending backdrop of vast peaks and valleys.
Newly renovated with fresh finishes throughout. Both bedrooms have brand new carpet, mattresses and bedroom furniture & closet with plenty of hangers provided. Brand new tile flooring in each bathroom as well. We offer central heat and a/c or grab some readily available fresh cut firewood and cozy up by the fireplace. We have a full size washer and dryer, laundry basket, lint rollers, iron and ironing board etc.
Our condo sleeps 6 very comfortably with a *Queen sofa bed in the living room. You’ll find 2 full bathrooms, a shower 🚿 in the primary/King bedroom and a shower/tub in the guest bath. Queen guest bedroom - Stream your favorite show or movies on any of the 3 smart tv’s in king bedroom, guest bedroom & 65 inch smart tv in family room- 3 TVs total.
Highlands is our personal condominium when we visit Wintergreen and it is cleaned and sanitized thoroughly as we would our own home and according to recommended guidelines prior to every check in.
Plenty of extra linens, Bath Towels, dish towels and essential paper products including paper towels, hand soap, TP, garbage bags etc. restocked prior to every check in. Keurig K-cup and standard coffee pot and filters provided so you can brew a pot of your favorite coffee or bring your favorite single use K-cup flavor. Whether you’re meeting up with friends or spending time with family- take a break from the hustle and bustle atop this beautiful Mountain Resort.
*While we are home owners in Wintergreen we are no way affiliated with Wintergreen Inn Resort- you as our guests staying in our Wintergreen home have access to the Chestnut Springs outdoor Pool & Pavilion seasonally- *We are Not Club members and do Not have access to the indoor pool or fitness center so if you are wanting to use these two facilities we graciously ask that you please “Do Not” book with us as we are not able to offer access.
New to Wintergreen? Take a moment and Google “Wintergreen Resort” for real time current events and download their App- as there's almost always something fun happening on the mountain!
Our Highlands condo is just a short walk across the street to the newest eatery on the mountain “Fire @ Frost” for all things gourmet pizza. We have many lovely hiking trails or a short drive to local state parks, several wineries, breweries, restaurants & antique stores.
Historic “Monticello” the Estate of Thomas Jefferson has reopened with enhanced cleaning and safety measures in place- they offer a beautiful garden and tours of the estate & are family friendly-located in nearby Charlottesville. Check out Blue Ridge Fruit Loop- we love Strawberry picking nearby as well.
Shenandoah National Park is just a short drive and
Devils Backbone restaurant and brewery, Blue Mountain Restaurant and Brewery, Blue Toad Hard Cider Brewery & Bold Rock Cidery are a few of the local faves & just 15 min drive from the condo.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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Similar properties

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (15 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 20
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Please double check drawers, closets, shower and under bathroom sinks for any personal items. Thank you so much!
Failure to complete these may result in a negative review from the host.
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
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
We should mention
This property does not have any lifts
About the area
Wintergreen
Located in Wintergreen, this condo is in the mountains. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Wildlife Center of Virginia and War Fields are also worth visiting. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.

Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 1 min walk - 0.0 km
- Bold Rock Hard Cider Nellysford Cidery - 12 min drive - 15.7 km
- Shenandoah National Park - 18 min drive - 22.1 km
- University of Virginia - 37 min drive - 60.9 km
- Monticello - 43 min drive - 69.2 km
Getting around
Restaurants
- Belties - 17 min drive
- Hill Top Berry Farm & Winery - 21 min drive
- Iron & Ale At Wintergreen Resort - 21 min drive
- Devils Backbone Brewing Company - 13 min drive
- The Market - 18 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
11 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2025
10/10 Excellent
Jake M.
30 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jake M.
Stayed 2 nights in Dec 2025
10/10 Excellent
Joel H.
12 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Joel H.
Stayed 5 nights in Jan 2026
10/10 Excellent
Kathryn O.
5 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kathryn O.
Stayed 2 nights in Nov 2025
10/10 Excellent
Bill B.
28 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bill B.
Stayed 7 nights in Nov 2025
10/10 Excellent
Brandon G.
12 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brandon G.
Stayed 2 nights in Oct 2025
10/10 Excellent
Anthony M.
6 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anthony M.
Stayed 2 nights in Nov 2025
10/10 Excellent
Ben A.
5 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ben A.
Stayed 12 nights in Jul 2025
10/10 Excellent
Leslie H.
20 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Leslie H.
Stayed 2 nights in Oct 2025
10/10 Excellent
Kelly F.
22 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kelly F.
Stayed 2 nights in Sep 2025
10/10 Excellent
Stewart B.
13 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stewart B.
Stayed 7 nights in Aug 2025
10/10 Excellent
Kisha C.
21 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Kisha C.
Stayed 4 nights in Aug 2025
10/10 Excellent
Sandra T.
6 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sandra T.
Stayed 4 nights in Sep 2025
10/10 Excellent
Michael F.
18 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing weekend retreat
Michael F.
Stayed 3 nights in May 2025
10/10 Excellent
Verified traveller
21 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveller
Stayed 20 nights in Jun 2025
10/10 Excellent
Scott R.
22 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic condo!
Scott R.
Stayed 2 nights in Jun 2025
10/10 Excellent
melissa a.
16 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
melissa a.
Stayed 2 nights in Jun 2025
10/10 Excellent
Clint S.
13 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Getaway
Clint S.
Stayed 2 nights in Jan 2025
10/10 Excellent
Debbie D.
11 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully decorated condo with great mountain views. We enjoyed the sunrises especially.
Debbie D.
Stayed 2 nights in Nov 2024
10/10 Excellent
Shari K.
11 February 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend getaway
Shari K.
Stayed 2 nights in Feb 2024
10/10 Excellent
Chad R.
15 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Stay
Chad R.
Stayed 2 nights in Apr 2025
10/10 Excellent
Vicki K.
27 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jenn's Birthday
Vicki K.
Stayed 3 nights in May 2025
10/10 Excellent
Scott G.
10 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay
Scott G.
Stayed 7 nights in Jun 2023
10/10 Excellent
Edith A.
2 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location and property is in perfect condition. Very clean and well furnished.
Edith A.
Stayed 5 nights in Dec 2022
10/10 Excellent
Julia B.
14 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely stay
Julia B.
Stayed 2 nights in Jan 2024
About the host
Hosted by Niquita Gioia
We- Jamie & Niquita Gioia live a busy life like most people so we like to get away to the mountains really- anytime of year. Wintergreen allows us to retreat to the serenity of the beautiful outdoors or take part in countless adventures, amazing food and wine tours.
Nelson County has something for everyone.
Nelson County has something for everyone.
Why they chose this property
Wintergreen is a 4 season resort so really great options of things to do year round.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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