Photo by Karyn Leary

Nellysford Holiday Rentals

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Holiday Rentals in Nellysford

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is AU$393
includes taxes & fees
5 Jan - 6 Jan
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AU$685
includes taxes & fees
12 Jan - 13 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (171)
"Amazing views along the blue ridge trail in wintergreen. Host was communicative and check in was easy! Plentry of room for our stay and guests. We thouroughly enjoyed our stay!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

View from the Top

10.0 out of 10, Exceptional, (47)
"We really enjoyed our stay and the wonderful mountain vews! Very comfortable condo."
View from the Top

Wintergreen Resort Studio w/ Deck & Ski-Out Access

9.8 out of 10, Exceptional, (26)
"Very kind and responsive owner and property manager. Thank you!"
Wintergreen Resort Studio w/ Deck & Ski-Out Access

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (300)
"This house was so beautiful! It was the best stocked vrbo we've stayed in with everything for the kitchen, bath, games and even a few dog toys! The hosts have thought of every little detail. Highly recommend. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

10.0 out of 10, Exceptional, (152)
"This was our first time visiting Wintergreen Resort, but it won’t be our last—based largely on the incredibly cozy condo we stayed in! The property itself exceeded all of our expectations and is a MUST if you’re a skier (we are not, but still LOVED it!!!). Our hosts were gracious, welcoming, and readily available if we needed help or had questions (we did no). HIGHLY recommend!!!were "
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

Walk to Mtn Inn & The Market

9.4 out of 10, Exceptional, (29)
"I grew up near Wintergreen but never spent any time in the area. Condo was exactly as advertised. Quiet neighbors."
Walk to Mtn Inn & The Market

Ski-In/Ski-Out Comfy Condo

10.0 out of 10, Exceptional, (19)
"Unit was very clean. Kitchen was well stocked. Neighbor upstairs was very noisy. Bed was not very comfortable. Otherwise nice and cozy. "
Ski-In/Ski-Out Comfy Condo

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (40)
"We had an amazing stay and the home was perfect!! Everything was exactly as described and the place was well equipped for most anything you could ever need. We look forward to returning there soon for another relaxing getaway. "
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

10.0 out of 10, Exceptional, (227)
"We cannot wait to book this property again for a longer stay! It is such a beautiful condo, so tastefully decorated, with the most spectacular views of sunrise and mountain ranges! Really a very special place to be! "
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

Serene haven "The Nest" in Wintergreen, close to activities and restaurants.

9.0 out of 10, Wonderful, (2)
Serene haven "The Nest" in Wintergreen, close to activities and restaurants.

Wintergreen Resort Vacation Rental w/ Pool Access!

10.0 out of 10, Exceptional, (11)
"This was a great location for a fall trip. Everything we needed in the unit! Easy access and plenty of parking. Close to wineries, ciders and breweries with great views. Hiking along Blue Ridge. "
Wintergreen Resort Vacation Rental w/ Pool Access!

The Modern Mountain Condo

10.0 out of 10, Exceptional, (15)
"Great condo! Well kept and clean, smooth check in process, convenient parking and just steps away from the market. Easy walk to the lodge for slopes/restaurants. Definitely will rent again! "
The price is AU$357
includes taxes & fees
7 Jan - 8 Jan
The Modern Mountain Condo

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (57)
"We had a wonderful 3-day getaway in absolutely frigid temps (19° when we arrived). Everything was so clean and well appointed, and there was PLENTY of fire wood to keep the fireplace going through the weekend! We will definitely be back!"
The price is AU$737
includes taxes & fees
5 Jan - 6 Jan
Endless Mountain Top Views from All The Way Up!

Next to chairlift, hiking, deli, pet friendly, amazing views, wifi, & wineries!

9.0 out of 10, Wonderful, (2)
"Beautiful location especially when you’re a mountain lover….very convenient to Nellysford…fully equipped with everything you need and a very comfortable king bed…..could have been a bit cleaner, refrigerator leaks water inside, loose toilet seats, never got a response as to pods/ground coffee, as to know what to bring….beautiful mountain air and views!…Thank you."
Next to chairlift, hiking, deli, pet friendly, amazing views, wifi, & wineries!

4 BR cabin mins to trails & breweries pets welcome

9.6 out of 10, Exceptional, (20)
"A group of friends and I surprised my husband with a birthday get away trip. We all LOVED the house! It was clean and spacious. The host was super responsive. We even talked about booking this same house again in the future."
The price is AU$1,212
includes taxes & fees
6 Jan - 7 Jan
4 BR cabin mins to trails & breweries pets welcome

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.4 out of 10, Exceptional, (117)
"The property and experience was outstanding."
The price is AU$417
includes taxes & fees
5 Jan - 6 Jan
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!

10.0 out of 10, Exceptional, (2)
"This was a great place to stay, it was very clean and the location was wonderful. I would absolutely stay here again! "
The price is AU$445
includes taxes & fees
2 Feb - 3 Feb
Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

10.0 out of 10, Exceptional, (21)
"Three couples enjoyed this well appointed home….plenty of room and beautiful views. It was convenient to some great restaurants and wineries. We definitely will visit this area again!"
The price is AU$704
includes taxes & fees
6 Jan - 7 Jan
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Nellysford you may be interested in

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is AU$393
includes taxes & fees
5 Jan - 6 Jan
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AU$685
includes taxes & fees
12 Jan - 13 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (171)
"Amazing views along the blue ridge trail in wintergreen. Host was communicative and check in was easy! Plentry of room for our stay and guests. We thouroughly enjoyed our stay!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Nellysford?

Yes, there are holiday rentals close to the most popular sights in Nellysford, or you can select a more secluded option if you're looking for a relaxing stay. Nellysford is known for its mountain views and golf courses. Make sure you have time to check out the ski areas and wineries during your trip.

What are some of the best holiday rentals that Nellysford has to offer?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This highly rated holiday home rental in Nellysford is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Nellysford is Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!.

How many holiday rentals are there in Nellysford?

Expedia has 187 holiday rentals for your stay in Nellysford.

What can I see and do in Nellysford?

Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like George Washington National Forest. Other places in town to visit include Stoney Creek Golf Course and Hill Top Berry Farm & Winery.

What are holiday rentals like in Nellysford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Nellysford. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.