Condo vacation rentals in Nelson County

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Popular amenities for Nelson County condo rentals

Weekly condo rentals

Guest favorite
Condo in Massies Mill
4.92 out of 5 average rating, 24 reviews

Mountain Top Getaway

SarahRating, 5 stars1 month ago
This condo in the Wintergreen resort is so peaceful and beautiful. It was a great size for our family of 4 plus my in-laws. 3 full bathrooms was great! The drive up and down the mountain took some getting used to but the views are amazing at the top! The primary bedroom is bright in the morning sun so bring a sleep mask if you want to sleep in.
Guest favorite
A waterfall cascades gracefully down rocky terrain, surrounded by bare trees and earthy tones of late winter. The water glistens as it flows over the moss-covered stones, creating a serene natural setting that blends with the surrounding forest.
Condo in Wintergreen Resort
5 out of 5 average rating, 14 reviews

Retreat @ 3 Ridges | 3min->Slopes | Walk to Dining

AnitaRating, 5 stars2 months ago
Very comfortable with easy parking for unloading. Well lit interior, lots of extras, bias games and books. Plenty of towels. Definitely enough space for a family or two couples.
Guest favorite
A sweeping mountain view captures rolling hills and expansive skies, transitioning from vibrant green foliage to soft, colorful clouds. The landscape showcases a blend of open fields and dense trees, offering a serene atmosphere characteristic of the mountains.
Condo in Wintergreen Resort
4.87 out of 5 average rating, 23 reviews

Condo w/ Full Kitchen, Balcony, King & Queen Beds

JoanneRating, 5 stars2 months ago
Loved this place! Easy to find (saying a lot for Wintergreen...not always so easy!) with beautiful peaceful surroundings, and lovely amenities in a comfortable, clean & quiet place. Mary was super responsive to our questions. We recommend it!
Superhost
A detailed map of Wintergreen Resort illustrates various facilities and accommodations. Locations are marked with symbols indicating dining, lodging, and recreational areas. Pathways and road systems are presented, offering a clear layout of the resort for easy navigation.
Condo in Wintergreen Resort
4.88 out of 5 average rating, 67 reviews

Gorgeous Sunrises (The Cliffs)

AlyxisRating, 5 stars3 months ago
We spent the weekend here to go snowboarding. It was very walkable to drop in at highlands or wait for the shuttle. Check in was easy and the kitchen was amazing. The view was incredible.
Superhost
A cozy living room features a comfortable seating arrangement with plush chairs and a sofa. Large windows allow natural light to fill the space, enhancing the view of the surrounding greenery. A coffee table is placed centrally, surrounded by decorative plants.
Condo in Wintergreen Resort
4.79 out of 5 average rating, 71 reviews

Wintergreen Best location,Arcades,king bed,2 room

LindaRating, 5 stars1 week ago
I stayed a month at Carlos’s beautiful condo. It felt like the woods and golf course were within arm’s length due to the large windows along two walls. I could tell that a lot of planning went into equipping the kitchen. In addition to the coffee makers and toaster, two of my favorite items were available. A blender and a very fast water heater for a quick cup of cocoa. Everything was spotless with plenty of towels and linens. I was very comfortable and the neighbors were very friendly. I only had one incident of getting locked out due to a maintenance crew error. I was shocked at how fast Carlos responded to my message and within 10 min. I was back in the condo. Amazing communication! I would not hesitate to stay there again. It would be stunning in the winter too with the cozy fireplace. Carlos is the perfect host.
Guest favorite
A bright sitting area is surrounded by large windows showcasing expansive views of the lush green landscape and rolling hills of the Blue Ridge Mountains. Comfortable seating is provided by two chairs positioned near a small table, creating an inviting nook for relaxation.
Condo in Wintergreen Resort
5 out of 5 average rating, 32 reviews

Lovely Ski Front Private 3-bed/3-bath condo

KatieRating, 5 stars3 months ago
Hands down, our favorite ski vacation location to date. The Treehouse was welcoming and comfortable, beds and furniture accommodated two families (adults and children) super well. The loft bedroom feels like its own cozy retreat. We all felt at home and had everything we needed and then some. Views from this home are absolutely spectacular—sunrise to sunset!!! Perfect location for ski in/out! Highly recommend! We’re already discussing next year’s stay. Thank you, Ashley, for sharing your home and providing such a cozy, fun experience for our families.
Top guest favorite
Condo in Wintergreen Resort
5 out of 5 average rating, 13 reviews

Ski- In/Ski-Out Comfy Condo

MadisonRating, 5 stars3 months ago
We really enjoyed our stay, exactly as described. A wonderful location right by the slopes and close to food options. Everything was clean and I would definitely stay again!
Guest favorite
A kitchen area features warm wooden cabinetry and modern stainless steel appliances. A bar counter with two wooden chairs is positioned in the foreground, providing a casual seating option. Natural light enters through a nearby window, complementing the neutral tones of the space.
Condo in Wintergreen Resort
4.82 out of 5 average rating, 51 reviews

Happy hour on the 18th Hole

KevinRating, 5 stars3 months ago
The place was perfect, we had a group of 4 and it fit us all very comfortably, and it was so nice being very close to the mountain. This is an absolutely fantastic option for those looking to ski/snowboard at Wintergreen and I heavily recommend it.

Pet-friendly condo rentals

Guest favorite
Two reclining chairs are positioned in a cozy living area, complemented by a warm orange wall. A dining area with a wooden table is visible in the background, along with large glass doors that provide natural light and access to a terrace overlooking greenery.
Condo in Wintergreen Resort
5 out of 5 average rating, 20 reviews

On the mountain, pet and child friendly

Mary KayRating, 5 stars3 weeks ago
Perfect cozy getaway with beautiful views. Great location within walking distance to golfing, Nature Center, pool, spa & food.
Top guest favorite
The two-story condo features a warm wood exterior, framed by lush greenery and trees. Wide wooden steps lead to the entrance, giving access to individual balconies that enhance the inviting appearance of the building.
Condo in Wintergreen Resort
4.95 out of 5 average rating, 296 reviews

Five Minute Walk to Everything!

CarolynRating, 5 stars2 weeks ago
This place was great! Conveniently located with tons of things to do, many walkable from the condo. The photos and descriptions were super accurate and our dogs even felt welcomed! We appreciated the convenience of The Market, The Edge, Upper Crust, and really enjoyed all of the Memorial Day activities that Dave ad Paige let us know were happening. It was the perfect place to unwind after a day of adventuring. Dave and Paige were super hosts all the way around. We'd love to come back here again!
Guest favorite
A cozy living area features a teal sofa with a yellow accent pillow and a light wood coffee table. The kitchen is adjacent, showcasing modern appliances. Stairs lead to the loft bedroom. Artwork hangs on the wall, and natural light enters through high windows.
Condo in Wintergreen Resort
4.96 out of 5 average rating, 133 reviews

Mtn/Firework Views from Private Deck ~ King Suite

JenniferRating, 5 stars4 days ago
Susie’s place was PERFECT for my weekend of solitude and peace. I was able to relax and just take it easy in a comfortable home with a beautiful view. The home was clean and felt so comfortable. There were lots of personal touches that really show Susie put a lot of thought into the space. For example, the motion sensor nightlights in the bathrooms. And the dimmable lights in the bedroom. Check in and check out instructions were very clear and easy to follow, she even included a map of where to park! I can’t say enough great things about this experience.
Top guest favorite
A spacious living area features a comfortable sofa, a wooden coffee table, and a well-lit dining space. Large windows allow natural light to fill the room, and a fireplace adds warmth. Colorful artwork adorns the walls, complementing the light-toned flooring.
Condo in Wintergreen Resort
4.9 out of 5 average rating, 49 reviews

Wintergreen! Dog friendly, cozy and comfortable

ColleenRating, 5 stars1 month ago
We had a fantastic weekend at Kim’s place. It was the perfect size for me, my husband, our daughter, and small dog. We enjoyed the balcony and the fireplace. Kim was super responsive and suggested local attractions. It was wonderful to unplug and be in the woods for a few days. Highly recommend!!
Top guest favorite
A cozy living room features comfortable seating on a sofa and armchair, complemented by a round coffee table. A smart TV is positioned above a fireplace with subtle artwork on the wall. Natural light filters through large windows, enhancing the inviting atmosphere.
Condo in Wintergreen Resort
4.99 out of 5 average rating, 90 reviews

Stylish*Updated*Central*Walk to Slopes*Dogs OK!

BillRating, 5 stars1 week ago
Very clean. Recently updated in very nice condition. Everything worked well. Great value!
Guest favorite
The living area features comfortable leather seating arranged around a wooden coffee table. A fireplace is visible, surrounded by a stone accent, and large windows allow natural light to fill the space, offering views of the outdoors.
Condo in Wintergreen Resort
4.88 out of 5 average rating, 113 reviews

1720 High Ridge at Wintergreen Resort

HuntRating, 5 stars3 months ago
Beautiful location with the daily sunrise over the blue ridge mountains is captivating. Kimberly who manages the property is the provides the best customer service I've ever had at Air B&B . (Got well over 100 nights in withAirB&B)
Guest favorite
A deck features two comfortably arranged chairs with cushions, overlooking expansive views of the Blue Ridge Mountains. Clear skies are visible, and the natural landscape extends into the distance, highlighting the serene outdoor setting.
Condo in Wintergreen Resort
4.95 out of 5 average rating, 20 reviews

Recently updated - view of the Blue Ridge Mtns

JenniferRating, 5 stars5 months ago
This condo was perfect for a long ski weekend for our family of 4. Located close to slopes, clean and with a spectacular view! Would definitely stay again!
Guest favorite
The living room features a spacious sectional sofa and two armchairs, arranged around a wooden coffee table. A wood-burning fireplace is located against a green wall, complemented by softly illuminated shelves. Natural light filters through windows, creating a cozy atmosphere.
Condo in Roseland
4.9 out of 5 average rating, 63 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

PeytonRating, 5 stars2 weeks ago
My wife and I really enjoyed a weekend getaway at Mikki’s place. The condo has a great location with beautiful views and access to nearby Wintergreen amenities, and we took advantage of the less than 20 minute drive to multiple of the Nelson 151 breweries. Mikki is very responsive and we appreciated her recommendations and help in getting us get access to a nearby pool. Would stay again!

Condo rentals with a pool

Guest favorite
The exterior of the mountain condo is displayed, featuring a brown wooden structure with a steeply pitched roof. A wooden walkway leads to the entrance, bordered by low greenery. Large windows adorn the upper level, providing natural light. The setting is surrounded by trees, indicating a tranquil environment.
Condo in Wintergreen Resort
4.97 out of 5 average rating, 29 reviews

Pepper's Mountain Pad

AbbeyRating, 5 stars2 weeks ago
Don't skip over this perfect spot. One thing I loved most was that even though it is dog friendly nothing in the place smelled like dogs or had any odor. There were no stains on furniture. It was also perfectly cleaned. The beds were comfortable the bathrooms were spacious. We loved the back patio facing the trees. It was also a nice patio with only a few steps down to ground to make it easy to let the dogs out. The pull out couch was comfortable. I would stay again and again here. I've stayed several places in wintergreen and this cozy place and great location can't be beat!
An open living area features a sectional sofa in light grey, arranged around a round wooden coffee table. A sleek black television is mounted above a modern fireplace. Large windows provide natural light, while a ceiling fan and wall art enhance the space.
Condo in Wintergreen Resort
5 out of 5 average rating, 3 reviews

Uncork and Unwind! Perfect Mountain Retreat

NicRating, 5 stars3 months ago
We were looking for a nice getaway as a family to go skiing and Brian’s place was a perfect spot. Everything was as described. Especially liked the wood burning fireplace and being able to walk to the ski slopes and ride. The kitchen was neat and had everything we needed. The Market is steps away for any conveniences’s or breakfast sandwich and coffee. We’d love to come back again soon.
Guest favorite
A spacious living area is furnished with a comfortable couch adorned with multiple pillows. A wooden coffee table sits on a textured rug, complemented by a small side table with a plant. Bright light emanates from a floor lamp, while a ceiling fan provides air circulation.
Condo in Wintergreen Resort
4.89 out of 5 average rating, 112 reviews

Blue Ridge Retreat: Your Cozy Mountain Getaway

SamuelRating, 5 stars1 month ago
If you like hiking and being outdoors, this is a great spot. You can be on blue ridge parkway/skyline drive in less than 20 minutes. There are many options for hiking trails nearby, pretty quiet area during the week as well. Ashley is pretty quick to respond to any questions a person may have and was helpful, besides her binder of things to do. However, if you’re looking for a place with Mountain View’s out of the windows this one doesn’t have that, but it is close by driving wise.
Guest favorite
A cozy living area features a light-colored sofa with decorative cushions. A wooden coffee table sits in front, accompanied by an accent chair. A fireplace is positioned against the wall, and large windows allow natural light to illuminate the space, overlooking lush greenery.
Condo in Wintergreen Resort
4.9 out of 5 average rating, 49 reviews

2 br/2 b condo; skiing; hiking; wineries; pool

JamesRating, 5 stars3 months ago
This was a getaway to see our kids, and it was perfect. Amanda went out of her way to accommodate our needs, and her place is a great refuge. What really stands out is how communicative she was in every step from booking, to questions, checkin, and checkout. Everything went super smoothly and we enjoyed our stay.
A shared pool area is surrounded by a spacious deck, equipped with several lounge chairs. Tall trees provide a natural backdrop, and the clear water of the pool reflects the surrounding greenery. A pathway and other condo buildings are visible in the distance.
Condo in Wintergreen Resort
4.78 out of 5 average rating, 94 reviews

Cozy Condo - Sleeps 4

DavidRating, 5 stars3 months ago
Great location! So so much fun! Thank you for such a great stay!
A spacious living area displays comfortable seating, including a neutral-toned sofa and armchair. A wooden coffee table is centered in the space. The kitchen is visible in the background, featuring wood cabinetry and modern appliances. Light enters through large glass doors, enhancing the inviting atmosphere.
Condo in Wintergreen Resort
4.67 out of 5 average rating, 42 reviews

Cozy and clean two bedroom condo.

JoshuaRating, 5 stars4 months ago
Great condo at Wintergreen ski resort. The hosts were fantastic at communicating and the place was perfect for my friends and I for a long weekend. Thanks !
Guest favorite
The exterior of the condo is framed by tall trees, with a covered deck featuring a wooden railing. A flag is displayed prominently, and large windows allow natural light to brighten the interior. The surroundings reflect a natural and inviting atmosphere.
Condo in Wintergreen Resort
5 out of 5 average rating, 23 reviews

Wintergreen condo near Nature Foundation & Spa

CourtneyRating, 5 stars4 months ago
We've stayed in a lot of condos in Wintergreen over the years, and this may be one of my favorites. This was a very comfortable two bedroom / two bathroom. It was a perfect size for our group of 2 adults and 2 teens. The furnishings were very nice. It is easy to get into (first floor). The view is of the woods behind the condo and quiet. Also, we appreciate how responsive the host was! She quickly returned our call in the evening when we had a little trouble getting into the lock code. Her instructions had been perfect; we just made a mistake with the code. We should have brought a little dishwashing detergent. There was one pod there. I'd stay there again.
A spacious balcony offers outdoor seating with a glass-top table and four metal chairs. Expansive mountain views extend beyond the boundary, showcasing rolling hills under a clear blue sky.
Condo in Wintergreen Resort
4.53 out of 5 average rating, 83 reviews

Amazing views! Overlooking Expert Slope

AlexisRating, 5 stars3 months ago
Great place! We love this area of Wintergreen. Willette’s place was clean and had all we needed. Communication was excellent. We would definitely stay again.

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