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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
9.8 out of 10, Exceptional, (121 reviews)
"We had a perfect stay! We will be back!"
United States
Katie
The price is CA $167
CA $246 total
includes taxes & fees
Dec 8 - Dec 9
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

2. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (54 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is CA $162
CA $182 total
includes taxes & fees
Nov 9 - Nov 10
Roadhaven1830
Street view

3. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (282 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
The price is CA $161
CA $179 total
includes taxes & fees
Nov 9 - Nov 10
Valley Extended Suites
A rustic dining area with brick walls, wooden tables and chairs, and two TVs mounted on the walls.

4. The West End Flats

The West End Flats
4.5 star property
West End
9.2 out of 10, Wonderful, (179 reviews)
"Everything was perfect a"
United States
Arnold
The price is CA $126
CA $143 total
includes taxes & fees
Nov 16 - Nov 17
The West End Flats
Room

5. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
The price is CA $154
CA $176 total
includes taxes & fees
Nov 9 - Nov 10
SONSAK - MONTICELLO
A wooden deck with a table and chairs, overlooking a field and a sunset.

6. Delightful Tiny Home! Great Views of Farm, Mountains

Delightful Tiny Home! Great Views of Farm, Mountains
Quicksburg
10.0 out of 10, Exceptional, (55 reviews)
"Finn's Frolic is a lovely, private cottage on a quiet farm road. Big windows let in light all day. The decor is cheerful and casual, and the house is spotless. The kitchen has everything needed for cooking a meal, and you can cook outdoors on a grill or over a fire. There's even a laundry room! The hosts provide eggs and oatmeal for breakfast, along with coffee and tea. The loft bedroom can sleep two adults, though the ceiling might be a little low for someone tall. The hosts are friendly and...
United States
Anne
The price is CA $114
CA $156 total
includes taxes & fees
Nov 15 - Nov 16
Delightful Tiny Home! Great Views of Farm, Mountains
A spacious living room with a high ceiling, wooden beams, a sofa, a chair, and a dining area with a table and chairs.

7. The Pedestals by CoolVacay

The Pedestals by CoolVacay
3.5 star property
Basye
The price is CA $237
CA $262 total
includes taxes & fees
Nov 21 - Nov 22
The Pedestals by CoolVacay
A wooden deck with a table and chairs, surrounded by lush greenery.

8. Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
Charlottesville
9.8 out of 10, Exceptional, (70 reviews)
"What a wonderful retreat! It had everything we needed, was clean and comfortable and afforded us tranquility after working our booth at a local art fair. We look forward to staying there again. We did have a challenge trying to unlock the door upon arrival, but a quick call to the owner took care of that."
United States
Fay
The price is CA $177
CA $221 total
includes taxes & fees
Nov 9 - Nov 10
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
A wooden deck with a bench and a fire pit, surrounded by trees and string lights.

9. Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Luray
9.6 out of 10, Exceptional, (78 reviews)
"Wonderful vibes near Shenandoah National Park (~20 minute drive). The hot tub fits well for 3-4 people, and the water feels amazing. Our favorite part! There is a campfire with logs near it; can be difficult to start a fire if not experienced ... should come prepared with fire starters. Bedrooms are comfortable, and there are Roku TVs with Disney+ and Netflix as well as board games for the family or friends to spend time together indoors."
United States
Beom-Sik
The price is CA $140
CA $392 total
includes taxes & fees
Nov 18 - Nov 19
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
A wooden cabin with a staircase leading to a covered porch, surrounded by a gravel area and a wooden fence.

10. Wood Haven Lodge 2 bedroom

Wood Haven Lodge 2 bedroom
Elkton
10.0 out of 10, Exceptional, (14 reviews)
"Great location smooth transaction"
United States
Evan S.
The price is CA $117
CA $266 total
includes taxes & fees
Nov 9 - Nov 10
Wood Haven Lodge 2 bedroom
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

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, (156 reviews)
"Picture perfect, seemless check in and the coffee and maple oatmeal were my cherry on top!"
United States
Rachel
The price is CA $179
CA $267 total
includes taxes & fees
Dec 8 - Dec 9
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 CA $172
CA $312 total
includes taxes & fees
Nov 9 - Nov 10
Magnolia Suite
A house with a fire pit in the front yard, a covered patio, and a view of the landscape.

13. On farm cottage with mountain views.

On farm cottage with mountain views.
Bridgewater
10.0 out of 10, Exceptional, (78 reviews)
"This place is perfect. Ferne is an excellent host with a beautiful cottage that is clean and comfortable."
United States
Ben E.
The price is CA $166
CA $254 total
includes taxes & fees
Nov 9 - Nov 10
On farm cottage with mountain views.
A compact kitchen with white cabinetry, a blue door, and a white refrigerator.

14. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (59 reviews)
"It was a couple very cozy place for us to stay in the perfect location."
United States
Linda W.
The price is CA $168
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
A stone staircase leading to a wooden house with a door and a poster on the wall.

15. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (76 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is CA $117
CA $149 total
includes taxes & fees
Nov 9 - Nov 10
The Firefly Springhouse
A balcony with a view of a lake, a dock, and a small building.

16. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (113 reviews)
"Wonderful stay. Very relaxing. Host was very helpful."
United States
Kathleen R.
The price is CA $151
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
Amazing Views and Two Kayaks Ready to Use!
A bedroom with a bed, a red chair, and a wooden wardrobe with sliding doors.

17. Hike in Shenandoah National Park!

Hike in Shenandoah National Park!
Port Republic
9.8 out of 10, Exceptional, (133 reviews)
"We loved our stay, the host checked on us and we have very good communication. We'll definitely be back!!"
United States
jessica S.
The price is CA $175
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
Hike in Shenandoah National Park!
A modern bedroom with a large bed, a sofa, and a stone fireplace.

18. 1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES

1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES
Mount Jackson
10.0 out of 10, Exceptional, (117 reviews)
"Very clean, looks to be recently renovated, comfortable king bed. Convenient for mountain biking at Bryce - you can ride straight down the hill to the lift."
United States
Anne M.
The price is CA $126
CA $335 total
includes taxes & fees
Nov 9 - Nov 10
1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES
A wooden deck with white railings and a covered porch area.

19. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (50 reviews)
"Very cute and clean home. The location was great and Vanessa was awesome to work with"
United States
Diedra
The price is CA $191
CA $289 total
includes taxes & fees
Nov 9 - Nov 10
Mountain View Bungalow in Front Royal
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

20. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (35 reviews)
"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"
United States
Jason
The price is CA $177
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
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

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Cottage image
Cottages
Cottages

Top Shenandoah Valley Hotel Reviews

A modern lobby with glass doors, a staircase, and a seating area with cushions.
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel
Lewis Mountain

10/10 Excellent

Beautiful new property conveniently located for UVA and STAB families. We usually stay at the Omni - the Guesthouse rooms and in-room amenities are comparable. Didn’t see any restaurants, pool or gym though.
Canada
Katherine
Reviewed August 17, 2026
Virginia Guesthouse Hotel

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, 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 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 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 Shenandoah Valley 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 Shenandoah Valley vacation rentals we have selected for you start as low as CA $114 per night. Entering your travel dates in the search wizard 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.

Explore a world of travel with Expedia