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Nelson County Vacation Rentals

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Top cities in Nelson County

A mountainous landscape with lush green hills and a clear blue sky with contrails.
Vacation Rentals

Wintergreen

Wintergreen

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Nelson County vacation rentals

A two-story house with a deck, large windows, and a garage.

1. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is CA $162
CA $267 total
includes taxes & fees
Dec 13 - Dec 14
Love Ridge Mountain Lodging
A rustic wooden cabin with a sign reading "Rusty's Retreat." It features large windows, a door, and is surrounded by a garden with plants and a large tree.

2. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (23 reviews)
"This is a super cute cabin in a very peaceful setting."
United States
Rebecca B.
The price is CA $103
CA $249 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A wooden cabin with a gravel patio, surrounded by trees.

3. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (124 reviews)
"Beautiful location."
United States
Sharon
The price is CA $193
CA $284 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
A garden with a variety of flowers and trees at dusk.

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

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (163 reviews)
"It was a beautiful stay - we enjoyed the place and wished we could have stayed one more day to soak up the surroundings of the area more!"
United States
Michelle W.
The price is CA $157
CA $348 total
includes taxes & fees
Nov 16 - Nov 17
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A wooden deck with a view of a forest and a hammock.

5. Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
10.0 out of 10, Exceptional, (210 reviews)
"This place is just as advertised. Wonderful cabin with everything you need. Great views, and nice hiking trails!"
United States
Jeremy M.
The price is CA $200
CA $244 total
includes taxes & fees
Nov 16 - Nov 17
Cozy cabin for 2 w/ great mt views & walking trails!
A porch with rocking chairs, a door with a number plate, and a window with a view of trees.

6. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
The price is CA $236
CA $458 total
includes taxes & fees
Nov 16 - Nov 17
Fore Seasons
A two-story house with a front porch, a mailbox, and a wooden fence.

7. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.

2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Wintergreen
9.4 out of 10, Exceptional, (131 reviews)
"Awesome location. Cool set up and perfect for a couples getaway. The wood burning fireplace was a great thing."
United States
Paul
The price is CA $141
CA $324 total
includes taxes & fees
Nov 16 - Nov 17
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
A round table with a metal grill, two green Adirondack chairs, and a gravel area in a forested setting with trees and a small stream.

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

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Montebello
10.0 out of 10, Exceptional, (86 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is CA $195
CA $294 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
A spacious living room with a sofa, coffee table, and a dining area with a kitchen in the background.

9. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
"Great stay for my family!"
United States
Joel M.
The price is CA $141
CA $340 total
includes taxes & fees
Nov 16 - Nov 17
Updated! Cozy and clean two bedroom condo.
A circular outdoor seating area with a metal table and two green Adirondack chairs.

10. New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.6 out of 10, Exceptional, (14 reviews)
"Very nice quaint cabin with lovely river access, close to crabtree falls. We truly enjoyed our stay and hope to return. "
United States
Julia D.
The price is CA $195
CA $294 total
includes taxes & fees
Nov 16 - Nov 17
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
A circular fire pit with a metal rim and a flat top, surrounded by a stone border.

11. Rockwell Ridge | Chestnut Suite with Lux Bathroom

Rockwell Ridge | Chestnut Suite with Lux Bathroom
Afton
10.0 out of 10, Exceptional, (1 review)
"This property was spotlessly clean, carefully and well furnished, with clear instructions about everything. The location was peaceful and quiet, and we were treated to seeing a doe and young fawn not long after arriving. With no traffic or other noise, we had a restful stay.The host's communications were welcoming and comprehensive.While off the main roads, it is still convenient to attractions and amenities in Waynesboro. This is a perfect place to unwind; with several more rooms on the...
United States
Peter & Stephanie R.
The price is CA $157
CA $341 total
includes taxes & fees
Nov 16 - Nov 17
Rockwell Ridge | Chestnut Suite with Lux Bathroom
A log cabin with a red door, a welcome sign, and a window with a hanging flower arrangement.

12. Willow Haven: Cozy cabin in delightful Afton

Willow Haven: Cozy cabin in delightful Afton
Afton
9.8 out of 10, Exceptional, (49 reviews)
"Great little cabin"
United States
Travis W.
The price is CA $193
CA $334 total
includes taxes & fees
Nov 20 - Nov 21
Willow Haven: Cozy cabin in delightful Afton
A set of stone steps leading up to a house with a light-colored exterior.

13. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is CA $166
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
Escape to the Blue Ridge Mountains at Wine-tergreen!
A balcony with a table and chairs, offering a view of a mountainous landscape.

14. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (340 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $134
CA $341 total
includes taxes & fees
Nov 16 - Nov 17
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A covered porch with white railings and wooden flooring, featuring several white rocking chairs and a small table.

15. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
The price is CA $181
CA $418 total
includes taxes & fees
Nov 16 - Nov 17
Historic Bungalow 30 minutes from Wintergreen
A single-story house with a blue exterior, a chimney, and a large windowed porch.

16. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is CA $194
CA $418 total
includes taxes & fees
Nov 16 - Nov 17
Bluebird Cottage
A circular outdoor seating area with two green Adirondack chairs and a round table.

17. Blue Ridge Montebello Cabin 3

Blue Ridge Montebello Cabin 3
Montebello
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful, clean and nicely built cabin with a deck on the back. Everything was as listed and I highly recommend this listing if you're looking for serenity and a clean, comfortable place to unplug."
United States
Roger
The price is CA $195
CA $286 total
includes taxes & fees
Nov 16 - Nov 17
Blue Ridge Montebello Cabin 3
A two-story wooden cabin with a wooden deck and a small porch.

18. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (86 reviews)
"What a gem of a place! We had a wonderful long weekend get away as a family. The host communicated clearly and timely. We loved our stay here!"
United States
Christy P.
The price is CA $141
CA $340 total
includes taxes & fees
Nov 16 - Nov 17
Walk to Market/Private community outdoor pool!
A circular outdoor seating area with two green Adirondack chairs, surrounded by gravel and a forested backdrop.

19. New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Montebello
10.0 out of 10, Exceptional, (28 reviews)
"The cutest little cabin situated right on a small stream! It was an amazing relaxing getaway"
United States
Megan G.
The price is CA $195
CA $294 total
includes taxes & fees
Nov 16 - Nov 17
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
A modern kitchen with a wooden island, white cabinetry, and a dining area with wooden chairs.

20. Hot Tub | Fire Pit | River | State Park | King Bed

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.8 out of 10, Exceptional, (20 reviews)
"Great place, very peaceful. Great selection of vineyards and breweries nearby. Will absolutely rent it again."
United States
Stephen H.
The price is CA $165
CA $421 total
includes taxes & fees
Nov 18 - Nov 19
Hot Tub | Fire Pit | River | State Park | King Bed
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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Find vacation rentals that suit your style

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Top Nelson County Hotel Reviews

Exterior
Blackwood Chalet

Blackwood Chalet

Blackwood Chalet
Nellysford

10/10 Excellent

Everything was amazing.
Canada
KAVEH
Reviewed June 1, 2025
Blackwood Chalet

Find out more about Nelson County

Everything you need to know about Nelson County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Nelson County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Nelson County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Nelson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Nelson County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Nelson County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Nelson County vacation rentals we have selected for you start as low as CA $102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Nelson County rentals

At Expedia, we put the best Nelson County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Nelson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Nelson County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Nelson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.