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Shawnee Land Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Shawnee Land vacation rentals

A modern kitchen with stainless steel appliances, white cabinetry, and a central island.

1. The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.6 out of 10, Good, (8 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
$226 nightly
The price is $234
Nov 1 - Nov 2
Total with taxes and fees
The Queen of Winchester Three Bedroom with Upper Level Deck
A hot tub in front of a wooden cabin with a tree in the background.

2. Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
10.0 out of 10, Exceptional, (14 reviews)
"The house was wonderfully situated and stocked for our needs. It is very well kept and decorated. We enjoyed our stay very much!"
United States
Shawn P.
$165 nightly
The price is $184
Nov 16 - Nov 17
Total with taxes and fees
Luxury tiny home farm stay on historic property with hot tub in Stephens City
A hallway with a wooden staircase, a hanging light fixture, and a welcome mat.

3. Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.8 out of 10, Excellent, (3 reviews)
"Easy space for a 2 person weekend getaway, very close within walking distance to food, shops, breweries, etc"
United States
Jameson D.
$170 nightly
The price is $193
Nov 12 - Nov 13
Total with taxes and fees
Rosamond nice downtown studio apt
A compact kitchen with a central island, wooden cabinets, a microwave, and a refrigerator.

4. Buena Vista

Buena Vista
Shawneeland
10.0 out of 10, Exceptional, (1 review)
$224 nightly
The price is $227
Nov 18 - Nov 19
Total with taxes and fees
Buena Vista
A cabin with a porch, wooden steps, and a small table and chair.

5. Mountain Retreat w/ Loft, Fire Pit, & Grill

Mountain Retreat w/ Loft, Fire Pit, & Grill
Delray
9.2 out of 10, Wonderful, (12 reviews)
"Clean and as advertised. Gravel road was fine for most vehicles as long as they have a little clearance"
United States
Rex W.
$188 nightly
The price is $210
Nov 2 - Nov 3
Total with taxes and fees
Mountain Retreat w/ Loft, Fire Pit, & Grill
A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

6. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
8.8 out of 10, Excellent, (5 reviews)
"The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district."
United States
Timothy B.
$229 nightly
The price is $259
Nov 19 - Nov 20
Total with taxes and fees
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
A living room with a blue sofa, a wooden coffee table, a white armchair, and a dining area with a mirror and flowers.

7. Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.4 out of 10, Very good, (6 reviews)
"Loved being so close to the old town; was able to walk to a lot of places. Great to have an assigned parking spot in a lot behind the building. Enjoyed staying here a lot!"
United States
Leslie L.
$207 nightly
The price is $235
Nov 15 - Nov 16
Total with taxes and fees
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
A living room with a sofa, ottoman, lamp, and a mirror.

8. Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
$265 nightly
The price is $300
Nov 1 - Nov 2
Total with taxes and fees
Morocco Loft 2BR overlooking city walking mall
A building with a red door, white trim, and a small balcony with a metal railing.

9. The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
7.0 out of 10, Good, (2 reviews)
"Everything went smoothly. Easy stay. Clean. Small efficiency with futon for bed."
United States
Greg A.
$175 nightly
The price is $198
Nov 12 - Nov 13
Total with taxes and fees
The Stock Exchange downtown 3rd floor studio apt
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

10. Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything

Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything
Old Town Winchester
Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything
A white building with a black door and a set of blue-painted stairs with black railings.

11. The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
$170 nightly
The price is $193
Nov 1 - Nov 2
Total with taxes and fees
The Blue Door steps from Handley Library
A wooden deck with white railings and a covered porch area.

12. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (47 reviews)
"Perfect place- would stay here again."
United States
HEMANT S.
$200 nightly
The price is $223
Nov 1 - Nov 2
Total with taxes and fees
Mountain View Bungalow in Front Royal
A modern kitchen with white cabinetry, a central island, a dining area with a wooden table and chairs, and a built-in oven.

13. Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Old Town Winchester
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location and unique and charming house."
United States
Heather O.
$309 nightly
The price is $350
Nov 2 - Nov 3
Total with taxes and fees
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
A house with a fire pit in the foreground and a deck with string lights in the background.

14. The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6

The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
Strasburg
10.0 out of 10, Exceptional, (19 reviews)
"This was the ideal isolated cabin for our trip to Northern Virginia. It was clean, well laid out, and very well stocked with everything you need. I highly recommend staying here if you are in the area!"
United States
Paul S.
$436 nightly
The price is $481
Nov 1 - Nov 2
Total with taxes and fees
The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
A two-story house with a front porch, a mailbox, and a number plate.

15. Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.8 out of 10, Exceptional, (11 reviews)
"The property was exceptional and very comfortable. We enjoyed the amenities. We would book it for future trips again."
United States
Carolyn F.
$310 nightly
The price is $351
Nov 2 - Nov 3
Total with taxes and fees
Cameron Charmer pristine downtown apt with double master suites
A garden with a wooden swing set and a circular seating area.

16. Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (56 reviews)
"We enjoyed our stay here. The property was lovely and the house was nicely stocked and decorated. We will definitely stay again when in the area!"
United States
Marsha N.
$294 nightly
The price is $324
Nov 1 - Nov 2
Total with taxes and fees
Newly renovated Farm cottage with Mountain views
A cabin with a deck, outdoor seating, and a fire pit.

17. Stay At The A • Cozy Cabin w/ Hot Tub

Stay At The A • Cozy Cabin w/ Hot Tub
Berkeley Springs
Stay At The A • Cozy Cabin w/ Hot Tub
A modern, dark-colored triangular building with a balcony and outdoor seating area.

18. Chalet w/Hot Tub, Deck, Game Room & EV Charger

Chalet w/Hot Tub, Deck, Game Room & EV Charger
Stephens City
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home."
United States
Hannah K.
$393 nightly
The price is $430
Nov 9 - Nov 10
Total with taxes and fees
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Interior

19. Secluded Cabin Getaway - 2 minutes to Warden Lake

Secluded Cabin Getaway - 2 minutes to Warden Lake
Wardensville
10.0 out of 10, Exceptional, (11 reviews)
"Great house. We enjoyed the fire pit, hot tub, and were able to bring our dogs with us. Lovely hikes near by as well. Great place for a friends get away."
United States
Tara W.
$300 nightly
The price is $334
Nov 1 - Nov 2
Total with taxes and fees
Secluded Cabin Getaway - 2 minutes to Warden Lake
A cabin with a deck, hot tub, and outdoor seating area surrounded by trees.

20. Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views

Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
Strasburg
$328 nightly
The price is $361
Nov 17 - Nov 18
Total with taxes and fees
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
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 Shawnee Land Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"N/A"
Grant 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Winchester, VA

Find out more about Shawnee Land

Everything you need to know about Shawnee Land 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 Shawnee Land 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 Shawnee Land vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shawnee Land vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shawnee Land. 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 Shawnee Land 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 $223 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 Shawnee Land rentals

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

Frequently asked questions

Can I find a vacation rental in Shawnee Land?

Yes, there are vacation rentals close to well known attractions in Shawnee Land, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Shawnee Land?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: This vacation home rental outside of Shawnee Land is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Shawnee Land?

While exploring the area, visit family-friendly sights like Shenandoah Valley Discovery Museum, or get outside and enjoy nature at Shenandoah River. Rock Harbor Golf Course and Museum of the Shenandoah Valley are a couple of places you'll find in the larger area.

What are vacation rentals like in Shawnee Land?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Shawnee Land. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.