Piney River Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Piney River vacation rentals

Interior
Brand new serene luxury cottage just off the Brew Ridge Trail

Cottage in Afton

Brand new serene luxury cottage just off the Brew Ridge Trail
10.0 out of 10, Exceptional, (4)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is ￥11,831
￥24,801 total
includes taxes & fees
Dec 23 - Dec 24
Brand new serene luxury cottage just off the Brew Ridge Trail
Fridge, microwave, oven, stovetop
Hot Tub | Fire Pit | River | State Park | King Bed

Vacation Home in Wingina

Hot Tub | Fire Pit | River | State Park | King Bed
10.0 out of 10, Exceptional, (5)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
United States
Aaron m.
The price is ￥16,710
￥46,873 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hot Tub | Fire Pit | River | State Park | King Bed
Exterior
Laurelwood Hollow: Walk to Ski & Swim

Apartment in Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is ￥14,986
￥44,036 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Laurelwood Hollow: Walk to Ski & Swim
Property grounds
Whimsical Creekside Cabin

Cabin in Vesuvius

Whimsical Creekside Cabin
10.0 out of 10, Exceptional, (41)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ￥13,409
￥32,195 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Whimsical Creekside Cabin
Outdoor dining
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Vacation Home in Nellysford

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
10.0 out of 10, Exceptional, (5)
"A lovely little hideaway a stone's throw from the Blue Ridge. Clean, comfortable, and cozy. Very communicative and professional hosts. Highly recommended!"
United States
Tim G.
The price is ￥25,556
￥58,461 total
includes taxes & fees
Dec 22 - Dec 23
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Outdoor dining
Escape to the Blue Ridge Mountains at Wine-tergreen!

Condo in Wintergreen Resort

Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
The price is ￥16,895
￥38,814 total
includes taxes & fees
Dec 23 - Dec 24
Escape to the Blue Ridge Mountains at Wine-tergreen!
Exterior
Historic Bungalow 30 minutes from Wintergreen

Vacation Home in Roseland

Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is ￥19,411
￥44,828 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Historic Bungalow 30 minutes from Wintergreen
Property grounds
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Vacation Home in Buena Vista

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
9.0 out of 10, Wonderful, (33)
"I didn’t realize that this was an entire house with full kitchen, and two bedrooms. A wonderful place near Buena Vista and Lexington."
United States
Matthew
The price is ￥14,056
￥33,486 total
includes taxes & fees
Dec 22 - Dec 23
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
1 bedroom, free WiFi, bed sheets
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake

Cabin in Roseland

Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
10.0 out of 10, Exceptional, (5)
"Would recommend this property and experience."
United States
Crystal J.
The price is ￥20,350
￥42,164 total
includes taxes & fees
Dec 29 - Dec 30
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Fridge, microwave, oven, dishwasher
Bluebird Cottage: Near 151 + Appalachian Trail

Cottage in Roseland

Bluebird Cottage: Near 151 + Appalachian Trail
2.0 star property
8.4 out of 10, Very Good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is ￥18,141
￥46,061 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bluebird Cottage: Near 151 + Appalachian Trail
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Montebello

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ￥27,772
￥40,652 total
includes taxes & fees
Dec 22 - Dec 23
Love Ridge Mountain Lodging
Interior
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Condo in Wintergreen Resort

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2.0 star property
10.0 out of 10, Exceptional, (1)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is ￥15,475
￥37,929 total
includes taxes & fees
Dec 23 - Dec 24
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Condo in Roseland

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (304)
"Great view!!"
United States
Suzanne W.
The price is ￥16,327
￥38,179 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Outdoor dining
Cozy cabin for 2 w/ great mt views & walking trails!

Cabin in Schuyler

Cozy cabin for 2 w/ great mt views & walking trails!
10.0 out of 10, Exceptional, (172)
"Gorgeous spot, and the cabin is very cozy and clean and has all the essentials, including smart TV and WiFi! Close to hiking trails, and not a far drive from wineries, breweries and a few restaurants. Sunsets are beautiful out back, and the location is quiet and peaceful."
United States
Lauren
The price is ￥19,309
￥26,998 total
includes taxes & fees
Dec 22 - Dec 23
Cozy cabin for 2 w/ great mt views & walking trails!
Property grounds
The Modern Mountain Condo

Condo in Wintergreen Resort

The Modern Mountain Condo
10.0 out of 10, Exceptional, (34)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is ￥20,785
￥44,777 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Modern Mountain Condo
Fridge, microwave, oven, stovetop
Whole House

Vacation Home in Amherst

Whole House
9.8 out of 10, Exceptional, (32)
"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."
United States
Andrew
The price is ￥14,198
￥23,491 total
includes taxes & fees
Dec 22 - Dec 23
Whole House
Cabin, Private Bathroom (Blackwood Chalet) | Exterior
Blackwood Chalet

Cabin in Nellysford

Blackwood Chalet
2.0 star property
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
The price is ￥56,475
￥94,971 total
includes taxes & fees
Dec 22 - Dec 23
Blackwood Chalet
Outdoor dining
Hillside Haven: Modern Retreat, Mountain Views

Vacation Home in Faber

Hillside Haven: Modern Retreat, Mountain Views
10.0 out of 10, Exceptional, (32)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is ￥28,237
￥66,433 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hillside Haven: Modern Retreat, Mountain Views
Terrace/patio
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.

Apartment in Amherst

Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.
10.0 out of 10, Exceptional, (50)
"This was an amazingly relaxing place to stay!! The host was super welcoming and kind. I am looking forward to staying here again! "
United States
Kristin J.
The price is ￥17,353
￥22,620 total
includes taxes & fees
Dec 22 - Dec 23
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.
Terrace/patio
Wintergreen Condo -Steps to Ski and restaurants

Condo in Wintergreen Resort

Wintergreen Condo -Steps to Ski and restaurants
9.8 out of 10, Exceptional, (30)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is ￥17,984
￥41,809 total
includes taxes & fees
Dec 24 - Dec 25
Wintergreen Condo -Steps to Ski and restaurants
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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Top Piney River Hotel Reviews

Whimsical Creekside Cabin

Whimsical Creekside Cabin

10/10 Excellent
"The cabin was adorable and cozy and the area around it was gorgeous. It was too cold for much time around the firepit, but it was relaxing to just read and play board games. We enjoyed hiking at Crabtree Falls. It was a perfect Thanksgiving getaway. "
Anonymous traveler 2-night trip
Posted 3 days ago
Whimsical Creekside Cabin

Find out more about Piney River

Search for holiday rentals in Piney River on Expedia! You can easily find your home rentals, villas, holiday apartments in Piney River using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Piney River?

Yes, we have vacation rentals near popular points of interest in Piney River, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Piney River?

Mountain Views in Wintergreen: This vacation home rental near Piney River is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Piney River?

While you're exploring the area, Virginia Blue Ridge Railway Trail and Crabtree Falls are a couple of picturesque spots to get outside and enjoy nature. Lovingston Winery and Bold Rock Hard Cider Nellysford Cidery are a couple of places you'll find in the larger area.

What’s a vacation rental in Piney River like?

Vacation rentals are private properties you can stay in for a couple days or more in Piney River. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.