Photo by Karyn Leary

Nellysford Vacation Rentals

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Browse Select Nellysford Vacation Homes

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

9.6 out of 10, Exceptional, (285)
"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 CA $215
CA $553 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

10.0 out of 10, Exceptional, (1)
"- House is well taken care of. - House rule not wearing shoes inside and providing sleepers keeps the house clean. We liked it, but should mention that on VRBO listing. (It is listed on the competitors listing among the other info) Also, be better if the closed in shoes cabinet is available to protect the shoes from the weather. - Would be better if the property manager sent check-in info at least a day earlier than the middle of the day of check-in."
The price is CA $718
CA $1,473 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

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 CA $431
CA $1,067 total
includes taxes & fees
Jan 13 - Jan 14, 2025
4 BR cabin mins to trails & breweries pets welcome

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

9.6 out of 10, Exceptional, (186)
"My husband and I met our son who goes to school in NC at this cabin to celebrate Thanksgiving together. The cabin was perfect and the views were amazing. I was able to cook us a Thanksgiving dinner while my Husband and son enjoyed the hot tub. We enjoyed our stay and would definitely book again!"
Wintergreen Home w/ Hot Tub, Deck & Mountain Views

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

10.0 out of 10, Exceptional, (39)
"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!

COZY SKI COTTAGE--SKI IN SKI OUT

9.6 out of 10, Exceptional, (86)
"The house was great. We rented this ski in ski out for convenience with the kids being able to come and go. Because there was no snow, we had to drive to the lodge. This would have been a great location if this slope had been open. The owner was great and we would stay again."
COZY SKI COTTAGE--SKI IN SKI OUT

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!

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

9.8 out of 10, Exceptional, (25)
"We have stay at Wintergreen many times, But this is the first time at this house. The owners were very responsive to questions we had and the house was in great shape and a joy to stay in. The views out the back were beautiful and the house inside very comfortable. Everything we could ask for. "
The price is CA $1,451
CA $2,294 total
includes taxes & fees
Dec 28 - Dec 29
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

9.4 out of 10, Exceptional, (77)
"We loved staying in the treehouse! It was cozy and had everything we needed to make a perfect Thanksgiving meal! Everyone enjoyed the hiking and we even had a bit of snow on one of our hikes:) Thank you for helping us all enjoy our time together."
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (30)
"I enjoyed my stay here with family thoroughly. There are two balconies with beautiful views of the mountain. My 4 yo loved the muriel of the blue ridge on his bedroom wall. I loved that all bedrooms had an ensuite. Host was very responsive and accommodated our request."
The price is CA $364
CA $833 total
includes taxes & fees
Jan 22 - Jan 23, 2025
Spacious + Serene Mtn Top Escape, 4 En Suites

Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

9.8 out of 10, Exceptional, (123)
"I wanted to give my sister a fun relaxing 40th birthday with her friends and that is exactly what she got. This property was not only loved by me but everyone that stayed here! Would absolutely book again! The view was AMAZING!! Thank you for our stay!!"
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

Blue's Barn: Nelson151 Escape + Mountain Views

9.4 out of 10, Exceptional, (10)
"We stayed for our wedding weekend, and it was perfect! Cute, comfy, cozy. The kitchen was well appointed and the furnishings were tops. We slept like a dream in the bed. 10/10 would recommend."
The price is CA $460
CA $721 total
includes taxes & fees
Dec 29 - Dec 30
Blue's Barn: Nelson151 Escape + Mountain Views

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

10.0 out of 10, Exceptional, (58)
"We booked this for our Thanksgiving and a Birthday weekend. It was perfect for the my wife and I and our 2 year old. Comfortable and great neighborhood. We took advantage of the cart path for the golf course for morning walks. Kirstyn was very quick to respond to any questions we had during our stay and would definitely recommend this location for a quiet get away with the family."
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

10.0 out of 10, Exceptional, (53)
"The house was very comfortable for five adults. The house was as advertised, in a great location and the view from the the main room was amazing! The bathrooms were on the small side but functional and clean. The main room needs more lighting and new bulbs. The main tv is on the small side which was not a big deal for us but may be for others. Kitchen needs some new pots/pans and a working drip coffee pot; the keurig worked well but it was slow process for all of us. The owner was very...
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

100 yards to Tyro slope Nestled in the woods

9.2 out of 10, Wonderful, (41)
"The location and cleanliness of the home were exactly what we were looking for. Fresh air and fall vibes. Thank you! "
100 yards to Tyro slope Nestled in the woods

Mountain Escape: updated kitchen, king bed, walk to nature center, pet friendly

9.6 out of 10, Exceptional, (5)
"Perfect location - We were just a couple of minutes from the slopes and Unbeknownst to us right across the street from a golf course which had miles and miles and miles of trails that was beautiful and quiet and well-maintained. Alexandra the owner was accessible and very ready to help in anyway we needed. The house served us perfectly. We had seven people and it was excellent for us. We wanted for nothing."
Mountain Escape: updated kitchen, king bed, walk to nature center, pet friendly

Family-Friendly Meets Luxury

The price is CA $756
CA $1,663 total
includes taxes & fees
Jan 20 - Jan 21, 2025
Family-Friendly Meets Luxury

Wintergreen Resort: Weeping Rock Retreat

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a great home for our family to spend Thanksgiving. Plenty of space for everyone and we loved the open floor plan of the main level. Home was decorated nicely and had everything we needed, plus many special touches. Wish we could have enjoyed the deck but we were limited on time and weather. The trail to the waterfall is a must do... a nice quick little hike. If you're leary on renting as a "new" listing on VRBO, I realized this home has been rented out for years and the guest book...
Wintergreen Resort: Weeping Rock Retreat

6BR Luxe Home: Hot Tub, Firepit & Stunning Outdoor Lounge in Wintergreen Resort

10.0 out of 10, Exceptional, (1)
The price is CA $1,203
CA $2,184 total
includes taxes & fees
Jan 5 - Jan 6, 2025
6BR Luxe Home: Hot Tub, Firepit & Stunning Outdoor Lounge in Wintergreen Resort

Large Home With Spectacular Mountain Views Located In Wintergreen!

10.0 out of 10, Exceptional, (17)
"The area is beautiful and our crew really enjoyed their stay at your rental. It was very spacious, clean, and in a great location. The host was friendly and prompt with communications. We would definitely love to come back."
Large Home With Spectacular Mountain Views Located In 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 property types 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 CA $151
CA $350 total
includes taxes & fees
Jan 13 - Jan 14, 2025
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, (285)
"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 CA $215
CA $553 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

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

10.0 out of 10, Exceptional, (298)
"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
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.