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

Shenandoah Valley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Shenandoah Valley vacation rentals

A cabin in a forest with a visible interior including a bed, a table, and a bench.

1. Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
2.0 star property
Basye
9.6 out of 10, Exceptional, (111 reviews)
"Great stay! Will go again!"
United States
Alicia
The price is NT$3,767
NT$5,564 total
includes taxes & fees
Nov 10 - Nov 11
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
Street view

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (266 reviews)
"Location extremely convenient."
United States
michael
The price is NT$3,640
NT$4,051 total
includes taxes & fees
Oct 13 - Oct 14
Valley Extended Suites
A spacious living room with a high ceiling, wooden beams, a sofa, a coffee table, and a fireplace.

3. Chalet High by Coolvacay

Chalet High by Coolvacay
3.0 star property
Basye
8.8 out of 10, Excellent, (402 reviews)
"Very clean and close to attractions!"
United States
Lora
The price is NT$5,488
NT$6,053 total
includes taxes & fees
Nov 6 - Nov 7
Chalet High by Coolvacay
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

4. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (52 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is NT$4,310
NT$4,840 total
includes taxes & fees
Oct 13 - Oct 14
Roadhaven1830
A rustic dining area with brick walls, wooden tables and chairs, and two TVs mounted on the walls.

5. The West End Flats

The West End Flats
4.5 star property
West End
9.2 out of 10, Wonderful, (166 reviews)
"Convenient location to downtown"
United States
Jeffrey
The price is NT$3,033
NT$3,436 total
includes taxes & fees
Oct 21 - Oct 22
The West End Flats
Room

6. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Clean and well-maintained and picturesque. Will book again."
United States
Ramin
The price is NT$3,477
NT$3,974 total
includes taxes & fees
Nov 1 - Nov 2
SONSAK - MONTICELLO
A two-story house with a deck, large windows, and a garage.

7. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 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 NT$4,435
NT$6,896 total
includes taxes & fees
Nov 12 - Nov 13
Love Ridge Mountain Lodging
A modern kitchen with wooden accents, stainless steel appliances, and a granite countertop.

8. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (182 reviews)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
The price is NT$8,780
NT$13,804 total
includes taxes & fees
Oct 19 - Oct 20
Autumn Ridge Cottages
A modern living room with a fireplace, a large sofa, a coffee table, and a TV mounted on the wall.

9. Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
The price is NT$5,747
NT$10,679 total
includes taxes & fees
Oct 21 - Oct 22
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
A bedroom with a large bed, a ceiling fan, and two windows with blinds.

10. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is NT$12,457
NT$13,990 total
includes taxes & fees
Oct 13 - Oct 14
Afton Mountain Vineyards
A cabin with a dining table set for a meal, a bicycle, and a sign indicating the name 'Vangelis'.

11. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (144 reviews)
"Loved everything about my stay, customer service was amazing and I’m definitely making this an animal visit!"
United States
Promise
The price is NT$4,310
NT$6,330 total
includes taxes & fees
Nov 10 - Nov 11
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A two-story brick building with a white porch and a number '329' sign.

12. Magnolia Suite

Magnolia Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Great location in small town with some restaurants and shops. The room was spacious and light with high quality interior and design - very nice!!"
Norway
Christian
The price is NT$3,288
NT$6,365 total
includes taxes & fees
Oct 13 - Oct 14
Magnolia Suite
Interior

13. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is NT$8,716
NT$20,753 total
includes taxes & fees
Oct 13 - Oct 14
Modern Nellysford Getaway on 40 Private Acres!
A bedroom with a four-poster bed, a desk, a chair, and a television.

14. Daydream & Draft

Daydream & Draft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"The apt was well lit and very welcoming! The kitchen and bathroom were set up with all you would need. As we were celebrating an anniversary, the double seat chair was very cozy. It appeared that this place was just newly renovated. The only thing I would suggest is a place to put a suitcase. I would highly recommend this for the apt and the location."
United States
Jamie
The price is NT$3,161
NT$6,043 total
includes taxes & fees
Nov 9 - Nov 10
Daydream & Draft
A living room with a large window, a television, a fireplace, and a table with candles.

15. Deck & Pasture Views! Bealeton Farmhouse Escape

Deck & Pasture Views! Bealeton Farmhouse Escape
3.0 star property
Bealeton
The price is NT$4,342
NT$15,136 total
includes taxes & fees
Oct 14 - Oct 15
Deck & Pasture Views! Bealeton Farmhouse Escape
A concrete patio with a wooden bench and a table, surrounded by greenery.

16. Staunton Underground

Staunton Underground
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Charming and well-designed English basement apartment in a perfect central location. It’s in walking distance to the shops and restaurants in charming downtown Staunton. It’s worth pointing out that all descriptions on short-term rental apps says more or less what this one does. This one actually is as described. The furniture is even in good shape! (FWIW, we are really turned off to the just-barely passable rentals we’ve had elsewhere. If all of the rentals delivered like this one, we’d...
United States
BRETT
The price is NT$2,841
NT$6,758 total
includes taxes & fees
Nov 9 - Nov 10
Staunton Underground
A two-story house with a front porch, a central door with a number, and two small trees on either side.

17. The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay. The room is vey nice and the location is convenient to the conference center nearby."
United States
John
The price is NT$2,841
NT$5,685 total
includes taxes & fees
Nov 2 - Nov 3
The Bons Amis Suite
Exterior

18. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
The price is NT$6,353
NT$9,736 total
includes taxes & fees
Nov 2 - Nov 3
The Guest Wing at Kateri
A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

19. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
The price is NT$3,608
NT$7,773 total
includes taxes & fees
Nov 2 - Nov 3
Cavalier Cocoon
A living room with a sofa, a blue armchair, a coffee table, a lamp, a floor lamp, and a potted plant.

20. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
The price is NT$3,352
NT$8,582 total
includes taxes & fees
Nov 2 - Nov 3
Millhouse
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shenandoah Valley Hotel Reviews

Country Inn & Suites by Radisson, Roanoke, VA

Country Inn & Suites by Radisson, Roanoke, VA

10/10 Excellent
"We only stood 1 night. But it was clean, friendly, and QUIET. Wifey felt safe and I was happy. Hotel was near everything. Breakfast was a plus. Would recommend for short or extended stay."
Jeronimo 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Roanoke, VA

Find out more about Shenandoah Valley

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

  • View our selection of featured holiday rentals in Shenandoah Valley
  • Use the map to find apartments and other holiday homes in the Shenandoah Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shenandoah Valley while they last

Look no further and take a look at our great range of rental properties in Shenandoah Valley!

Explore a world of travel with Expedia