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 Keurig coffee maker sits on a light-colored countertop next to a bowl filled with assorted coffee pods. Natural light streams in from a nearby window, illuminating the serene outdoor view beyond the wooden railing.
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.
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.
Top guest favorite
A large, colorful sign displaying the name 'Wintergreen' is set against a backdrop of trees. Surrounding the sign, a circular stone planter is filled with various shrubs and flowers, adding a touch of greenery to the welcoming entrance.
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!!
Guest favorite
A stone fireplace with a sleek, dark frame anchors the living area, complemented by a natural wood mantel. A large wall-mounted TV is positioned above. A light-colored sectional sofa and coffee table create a welcoming seating arrangement, with a large window providing views of the snowy slopes outside.
Condo in Wintergreen Resort
4.92 out of 5 average rating, 25 reviews

Wintergreen Mountain Views - Diamond in the Slopes

KateRating, 5 stars4 weeks ago
We loved our stay. It was exactly what we were looking for. The house is wonderful and very comfortable. Our kids loved the house, the area around it, and the hiking.
Top guest favorite
Condo in Wintergreen Resort
4.93 out of 5 average rating, 61 reviews

Sitting on the 18th fairway

HeatherRating, 5 stars1 month ago
We absolutely loved our stay at the wintergreen resort. Jeff was an amazing host from start ro finsh. Highly recommend staying at the Wineglow. We look forward to staying there again.
Guest favorite
A serene mountain landscape is observed, with snow-covered peaks stretching into the distance under a cloudy sky. Icicles hang from a wooden fence in the foreground, while trees are adorned with a light layer of snow, creating a tranquil winter scene.
Condo in Wintergreen Resort
4.94 out of 5 average rating, 78 reviews

Cozy remodeled studio overlooking 18th hole

RoxanneRating, 5 stars4 months ago
Lovely stay for a quick ski trip at Wintergreen. Hosts were super kind and accommodating, and were also very helpful and responsive whenever we had questions. They have a lovely home that is clean, modern, and cozy, with everything you need for a healing and fun getaway in the mountains!
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!

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, 22 reviews

On the mountain, pet and child friendly

ErikaRating, 5 stars1 week ago
We had a fantastic stay! Would love to book again. The space has a great lay-out, comfortable rooms, and the deck has a great private view overlooking the golf course. It’s a great location by overlooks, trails, and restaurants. The hosts were amazing and friendly, and very responsive . Thanks again for a great trip!
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, 134 reviews

Mtn/Firework Views from Private Deck ~ King Suite

JenniferRating, 5 stars2 weeks 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
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 stars3 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!
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, 91 reviews

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

FernandoRating, 5 stars1 week ago
Spent a week in the bright , comfortable, clean and beautiful apartment surrounded by the woods ! Worked from home with fast WiFi and enjoyed the walks and hikes just steps away from the apartment.
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
A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.
Condo in Wintergreen Resort
4.91 out of 5 average rating, 176 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

BrianRating, 5 stars3 weeks ago
Nice home, in an ideal location. Great communication and quick to respond as needed. Recommend the home and location!
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 stars3 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 stars3 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!
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.
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 stars4 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.
Guest favorite
A well-maintained outdoor pool area is surrounded by a wooden fence, with ample lounge chairs arranged neatly around the water. Shade umbrellas are positioned throughout, and a small building provides utility space. Trees in the background create a natural setting for relaxation.
Condo in Wintergreen Resort
4.92 out of 5 average rating, 64 reviews

Views & Brews with 2 Floors

NancyRating, 5 stars1 month ago
The view from both levels of this spotless, comfortable condo was as breathtaking in person as it was in the photos. This was the perfect place for our family to celebrate our daughter's graduation. Then, we left so she and her husband could have a mini vacation there by themselves. Dave & Rebecca responded immediately to my questions and were proactive about extending our stay. Our daughter and her husband were thrilled to have another night there. We will definitely be back, hopefully in every season!
Top guest favorite
A private porch area features a seating arrangement with two armchairs and a coffee table, all positioned on a patterned area rug. Decorative pillows add a pop of colour, while a lantern sits on the table. Lush greenery is visible in the background, creating a serene outdoor space.
Condo in Wintergreen Resort
4.99 out of 5 average rating, 73 reviews

Time To Get Away-Cozy Condo for 2 to 4

JefferyRating, 5 stars3 months ago
This place was great for my family to go snowboarding. Conveniently located to wintergreen resort. The owners are great town to with and place was very clean.
Guest favorite
A relaxed living room features a stone fireplace as a focal point, complemented by comfortable seating arrangements. A unique wall art piece adds character, while warm lighting creates a cozy ambiance. The floor showcases a wood and stone design, enhancing the inviting space.
Condo in Wintergreen Resort
4.96 out of 5 average rating, 77 reviews

Beautifulviews/WalktoResort&WTGMusicFest/PupsOK

CarrieRating, 5 stars4 months ago
This was our first time staying on Eagles Swoop and it was awesome. This is a great bottom floor end unit, so it was easy to ski right off the deck - really could not have been any closer to the slopes. Still felt private, close to the Market and the Mountain Inn - just a great location. The condo itself was great. The kitchen is small but was one of the best stocked kitchens we've ever stayed at. The owners have thought of everything throughout the condo and all the updates were great. We would absolutely stay here again. Thanks!

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