A mountainous landscape with autumn foliage, rocky terrain, and a clear sky.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Shenandoah Valley condo rentals

Traditional Chalet, 3 Bedrooms (Pedestal Unit) | Living room

1. Chalet High by Coolvacay

Chalet High by Coolvacay
3.0 star property
Basye
8.8 out of 10, Excellent, (392 reviews)
"Over all a nice place"
United States
Jordan
The price is €175
includes taxes & fees
11 Aug - 12 Aug
Chalet High by Coolvacay
Fireplace

2. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Wonderful location. Wonderful host. We will be back!"
United States
April S.
The price is €188
includes taxes & fees
18 Aug - 19 Aug
Where the Trail Ends
1 bedroom, iron/ironing board, free WiFi, bed sheets

3. 1st Floor Slopeside Luxury Condo @ Bryce Resort SWIM HIKE GOLF MTB LAKE

1st Floor Slopeside Luxury Condo @ Bryce Resort SWIM HIKE GOLF MTB LAKE
Mount Jackson
10.0 out of 10, Exceptional, (109 reviews)
"Great stay. Would stay again."
United States
Jonathan K.
The price is €195
includes taxes & fees
6 Aug - 7 Aug
1st Floor Slopeside Luxury Condo @ Bryce Resort SWIM HIKE GOLF MTB LAKE
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

4. Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
Laurelwood Hollow
Exterior

5. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (33 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is €120
includes taxes & fees
6 Aug - 7 Aug
Unit 5 - Cozy Lower Level Studio Suite
Property grounds

6. 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, (158 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is €222
includes taxes & fees
12 Aug - 13 Aug
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A mountainous landscape with dense green forests and a clear sky.

7. 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, (328 reviews)
"Awesome views and very clean condo! We had a very relaxing weekend!"
United States
Jordan O.
The price is €219
includes taxes & fees
18 Aug - 19 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

8. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (29 reviews)
"Another great experience at this location. Clean, neat, and comfortable with beautiful grounds. Owner communications are good and timely. Easy access to Charlottesville."
United States
Brian T.
The price is €198
includes taxes & fees
10 Aug - 11 Aug
Unit 3 - Luxury King Suite with Private Balcony
1 bedroom, desk, WiFi, bed sheets

9. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (47 reviews)
"Wonderful stay, wonderful place!! The view, the fireplace, well appointed, comfortable bed, comfortable furniture, very clean...will definitely stay again! Thank you!!"
United States
Art P.
The price is €259
includes taxes & fees
24 Aug - 25 Aug
Panoramic Peak: Wintergreen Condo with Views
Outdoor dining

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

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is €225
includes taxes & fees
6 Aug - 7 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
Interior

11. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (33 reviews)
"Everything was perfect! "
United States
Danielle B.
The price is €195
includes taxes & fees
6 Aug - 7 Aug
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Interior

12. Cozy Condo on the Slope at Bryce Resort!

Cozy Condo on the Slope at Bryce Resort!
Mount Jackson
9.6 out of 10, Exceptional, (46 reviews)
"Really friendly host, great accommodations. Perfect stay. "
United States
George S.
The price is €236
includes taxes & fees
6 Aug - 7 Aug
Cozy Condo on the Slope at Bryce Resort!
Exterior

13. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (120 reviews)
"Great location"
United States
Chrissy R.
The price is €282
includes taxes & fees
18 Aug - 19 Aug
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Condo, Private Bathroom (Mountain Vista View) | Lounge

14. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is €223
includes taxes & fees
6 Aug - 7 Aug
Mountain View Vista
Exterior

15. Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (20 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is €294
includes taxes & fees
9 Aug - 10 Aug
Unit 1_Expansive Luxury Suite for up to 4 Persons
Terrace/patio

16. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is €239
includes taxes & fees
18 Aug - 19 Aug
Wintergreen Condo -Steps to Ski and restaurants
Exterior

17. Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Huddleston
9.8 out of 10, Exceptional, (32 reviews)
"Small but had everything I needed. Great if you want to stay on the lake."
United States
Amanda C.
The price is €234
includes taxes & fees
11 Aug - 12 Aug
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Exterior

18. 1 Bedroom | Free Daily Breakfast + Indoor Pool

1 Bedroom | Free Daily Breakfast + Indoor Pool
Hollymead
10.0 out of 10, Exceptional, (1 review)
"The room was very clean. The bed was comfortable. My only suggestion would be to have a couple more towels and washcloths in the room."
United States
Maura
The price is €150
includes taxes & fees
1 Sept - 2 Sept
1 Bedroom | Free Daily Breakfast + Indoor Pool
Exterior

19. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is €198
includes taxes & fees
9 Aug - 10 Aug
Unit 4 - Luxury King Suite with Private Balcony
Exterior

20. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
The price is €270
includes taxes & fees
18 Aug - 19 Aug
Pet-Friendly Retreat Walk to Slopes & Village!
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 Shenandoah Valley Hotel Reviews

Skyland

Skyland

10/10 Excellent
"Great place to stay. Trip was too short to enjoy the surroundings as much as I would have liked."
Tania 1-night trip
Posted 2 hours ago
Skyland

Find out more about Shenandoah Valley

Shenandoah Valley Condo Rentals information

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Frequently asked questions

How much do condos in Shenandoah Valley cost?
The price range for condos in Shenandoah Valley is to per night. Whatever your budget, you'll find something that suits your needs — as well as your entire family! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Shenandoah Valley?
Shenandoah Valley has condos to choose from. Enter your travel dates and destination and get a start on planning your next getaway today.
Why book your condo in Shenandoah Valley with Expedia?
Reserving a condo in Shenandoah Valley is as easy as deciding on your travel dates and choosing the option that has what you need. Want something low cost or luxurious, or a stay that also has a laundry and kitchen? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Shenandoah Valley?
A great way to find cheap condos in Shenandoah Valley is with Expedia's filter tool. Refine your search results by budget, star rating and amenities to grab awesome bargains with only a few clicks.
What is there to do in Shenandoah Valley near my condo?
Whether you're passionate about sightseeing, shopping, dining or partying, Shenandoah Valley offers the lot, and then some! The popular city of Charlottesville boasts loads of things to do, including Sheridan Snyder Tennis Centre, Scott Stadium and Klockner Stadium. If you're taking off to Roanoke, Mill Mountain Star, Roanoke City Hall and Virginia Museum of Transportation will fill up your itinerary.

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