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

Shenandoah Valley Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Shenandoah Valley vacation rentals

A cabin with a large window, surrounded by trees.

1. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.6 out of 10, Exceptional, (131 reviews)
"Love This place wish I could I stay longer"
United States
Troy
$158 nightly
The price is $179
Sep 1 - Sep 2
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (253 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
$112 nightly
The price is $125
Sep 13 - Sep 14
Total with taxes and fees
Valley Extended Suites
A rustic dining area with brick walls, wooden tables and chairs, and two TVs mounted on the walls.

3. The West End Flats

The West End Flats
4.5 star property
West End
9.2 out of 10, Wonderful, (143 reviews)
"Place was great clean and very cool layout. Loved the polished concrete floors. Parking was very easy and close. Staff we spoke with were very polite and attentive."
United States
Rodney
$83 nightly
The price is $94
Sep 8 - Sep 9
Total with taxes and fees
The West End Flats
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, (49 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
$145 nightly
The price is $163
Aug 31 - Sep 1
Total with taxes and fees
Roadhaven1830
A spacious living room with a high ceiling, wooden beams, a sofa, a coffee table, and a fireplace.

5. Chalet High by Coolvacay

Chalet High by Coolvacay
3.0 star property
Basye
8.8 out of 10, Excellent, (396 reviews)
"Over all a nice place"
United States
Jordan
$194 nightly
The price is $214
Sep 28 - Sep 29
Total with taxes and fees
Chalet High by Coolvacay

6. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
$127 nightly
The price is $145
Aug 30 - Aug 31
Total with taxes and fees
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, (23 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
$198 nightly
The price is $215
Sep 27 - Sep 28
Total with taxes and fees
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)
"Ridge View cottage is very nice. Situated at the top of a hill, views are great and wildlife is everywhere!"
United States
Paul
$375 nightly
The price is $432
Sep 7 - Sep 8
Total with taxes and fees
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
$290 nightly
The price is $334
Sep 13 - Sep 14
Total with taxes and fees
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
A spacious living room with a stone fireplace, a ceiling fan, and a large TV mounted on the wall.

10. Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
$395 nightly
The price is $443
Sep 1 - Sep 2
Total with taxes and fees
Stoney Creek Cottage Wintergreen w EV Charger
A cabin with a large window, surrounded by trees.

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

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
2.0 star property
Basye
9.8 out of 10, Exceptional, (96 reviews)
"Great place! It was great sitting by the fire and relaxing. It was perfect - great place!"
United States
Kelly
$150 nightly
The price is $165
Sep 1 - Sep 2
Total with taxes and fees
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
A bedroom with a large bed, a ceiling fan, and two windows with blinds.

12. 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
$386 nightly
The price is $434
Sep 13 - Sep 14
Total with taxes and fees
Afton Mountain Vineyards
A hot tub with a wooden deck and a view of a forest.

13. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$363 nightly
The price is $408
Aug 31 - Sep 1
Total with taxes and fees
Bear Tracks Cottage

14. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Aug 29 - Aug 30
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
A concrete patio with a wooden bench and a table, surrounded by greenery.

15. Staunton Underground

Staunton Underground
2.0 star property
Staunton
$189 nightly
The price is $212
Aug 30 - Aug 31
Total with taxes and fees
Staunton Underground

16. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
$205 nightly
The price is $228
Aug 31 - Sep 1
Total with taxes and fees
The Guest Wing at Kateri
A two-story brick building with a white porch and a number '329' sign.

17. 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
$178 nightly
The price is $199
Aug 30 - Aug 31
Total with taxes and fees
Magnolia Suite
A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

18. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
$305 nightly
The price is $343
Aug 31 - Sep 1
Total with taxes and fees
Firefly on The Ridge
A house with a wooden front door, a blue exterior, and a 'hello' mat at the entrance.

19. The Woodward

The Woodward
2.0 star property
Staunton
$335 nightly
The price is $375
Sep 9 - Sep 10
Total with taxes and fees
The Woodward
A cabin with a porch, surrounded by trees.

20. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
$364 nightly
The price is $409
Aug 31 - Sep 1
Total with taxes and fees
Nelson Cozy Cabin
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

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

8/10 Good
"Nice location and comfortable space. Enjoyed the on-site restaurant for dinner. Went to use the pool and its floor appeared in need of cleaning so I passed."
Barbara 1-night trip
Posted 2 hours ago
Hotel Madison & Shenandoah Conference Ctr

Find out more about Shenandoah Valley

Everything you need to know about Shenandoah Valley 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 Shenandoah Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Shenandoah Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shenandoah Valley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shenandoah Valley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shenandoah Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shenandoah Valley rentals

At Expedia, we put the best Shenandoah Valley 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 Shenandoah Valley 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 Shenandoah Valley 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 Shenandoah Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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