Photo by Brandon Buckles

Holiday Rentals in Nelson County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Nelson County

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

9.0 out of 10, Wonderful, (285)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is €215
includes taxes & fees
22 Jul - 23 Jul
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (40)
"We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (27)
"The cabins are great for couples. My wife and I had a great weekend here. If you are looking for a place to out away from things and quiet then I recommend it. "
The price is €199
includes taxes & fees
21 Jul - 22 Jul
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (13)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

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

10.0 out of 10, Exceptional, (320)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (237)
"Absolutely loved my second stay at the gorgeous property! The sunrise and sunset views can’t be beat. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10.0 out of 10, Exceptional, (70)
"What a beautiful view and location! We appreciated the details Della shared prior to our arrival and made navigating our weekend getaway super simple and enjoyable! Beautiful view! "
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

10.0 out of 10, Exceptional, (38)
"Beautiful property and very responsive host. Nice place to stay. "
The price is €265
includes taxes & fees
21 Jul - 22 Jul
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Afton Mountain Vineyards

2.5 star property
The price is €326
includes taxes & fees
21 Jul - 22 Jul
Afton Mountain Vineyards

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is €225
includes taxes & fees
22 Jul - 23 Jul
Love Ridge Mountain Lodging

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

9.6 out of 10, Exceptional, (311)
"Exactly as advertised. Clean, everything worked, great location."
The price is €370
includes taxes & fees
7 Aug - 8 Aug
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

10.0 out of 10, Exceptional, (12)
"The house was lovely. The location was great. Plenty of space for everyone. We really enjoyed this home."
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

9.8 out of 10, Exceptional, (183)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (21)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is €253
includes taxes & fees
27 Jul - 28 Jul
Wintergreen Condo -Steps to Ski and restaurants

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (227)
"Thanks for sharing your cabin with us! We loved the fireplace and had all the tools we needed for cozy meals."
Rustic Mountain Retreat-Bear Paw

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

9.6 out of 10, Exceptional, (128)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is €220
includes taxes & fees
27 Jul - 28 Jul
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (134)
"Excellent house close to the slopes"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

10.0 out of 10, Exceptional, (113)
"This is the perfect location, very clean, fabulous hosts, and nice, quiet neighborhood."
The price is €204
includes taxes & fees
21 Jul - 22 Jul
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting

10.0 out of 10, Exceptional, (142)
"Very cute, clean, and a good location. Everything was in working order and the owners had an up to date resource book that was very handy. Since I love trains, the one that rolled by in the early hours of the morning was a welcome sound."
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
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.
Save an average of 15% on thousands of hotels when you're signed in