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Shawnee Land Vacation Rentals

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Our top choices for Shawnee Land vacation rentals

1. Buena Vista

Buena Vista
Shawneeland
10.0 out of 10, Exceptional, (1 review)
The price is CA $120
CA $297 total
includes taxes & fees
Sep 9 - Sep 10
Buena Vista

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, (13 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.
The price is CA $201
CA $254 total
includes taxes & fees
Sep 13 - Sep 14
Luxury tiny home farm stay on historic property with hot tub in Stephens City

3. 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
10.0 out of 10, Exceptional, (2 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.
The price is CA $205
CA $364 total
includes taxes & fees
Sep 7 - Sep 8
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

4. Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.6 out of 10, Exceptional, (9 reviews)
"Perfect location for walking around Old Town Winchester!"
United States
Clint B.
The price is CA $180
CA $303 total
includes taxes & fees
Sep 7 - Sep 8
Pretty Little Apt by the Train II

5. Large Glamper w/ Hot Tub and full bathroom-sleep 6

Large Glamper w/ Hot Tub and full bathroom-sleep 6
Capon Bridge
9.8 out of 10, Exceptional, (25 reviews)
"I can't express enough how appreciative we are to the owner and manager. Best time I've had in years. "
United States
Mary
The price is CA $152
CA $330 total
includes taxes & fees
Sep 15 - Sep 16
Large Glamper w/ Hot Tub and full bathroom-sleep 6

6. 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.
The price is CA $191
CA $326 total
includes taxes & fees
Sep 7 - Sep 8
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

7. Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is CA $152
CA $267 total
includes taxes & fees
Sep 9 - Sep 10
Rosamond nice downtown studio apt

8. 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.
The price is CA $126
CA $375 total
includes taxes & fees
Sep 7 - Sep 8
The Queen of Winchester Three Bedroom with Upper Level Deck

9. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.2 out of 10, Wonderful, (18 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
The price is CA $256
CA $466 total
includes taxes & fees
Sep 8 - Sep 9
Nostalgia Lane in the heart of the city

10. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (38 reviews)
"Perfect place- would stay here again."
United States
HEMANT S.
The price is CA $187
CA $306 total
includes taxes & fees
Sep 7 - Sep 8
Mountain View Bungalow in Front Royal

11. Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.6 out of 10, Exceptional, (9 reviews)
"The property was exceptional and very comfortable. We enjoyed the amenities. We would book it for future trips again."
United States
Carolyn F.
The price is CA $274
CA $486 total
includes taxes & fees
Sep 13 - Sep 14
Cameron Charmer pristine downtown apt with double master suites

12. 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, (8 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is CA $270
CA $348 total
includes taxes & fees
Sep 7 - Sep 8
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

13. Mountain chalet w/ hot tub & private balcony

Mountain chalet w/ hot tub & private balcony
Augusta
9.6 out of 10, Exceptional, (15 reviews)
"Had a great time, place was clean. The hot tub was clean, beautiful views the heating and air air-conditioning all worked great. The bed upstairs is a little uncomfortable. The cabin was stocked with pretty much everything we needed with paper towel towels, soap, towel, towels, hair dryer, shampoo, conditioner, body wash. The deck view was spectacular. Didn’t get to use the fire pit, but it was very nice definitely would rent again."
United States
Heather D.
The price is CA $248
CA $473 total
includes taxes & fees
Sep 8 - Sep 9
Mountain chalet w/ hot tub & private balcony

14. 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.
The price is CA $246
CA $453 total
includes taxes & fees
Sep 22 - Sep 23
Morocco Loft 2BR overlooking city walking mall

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

Mountain Retreat w/ Loft, Fire Pit, & Grill
Delray
9.2 out of 10, Wonderful, (11 reviews)
"Clean and as advertised. Gravel road was fine for most vehicles as long as they have a little clearance"
United States
Rex W.
The price is CA $144
CA $313 total
includes taxes & fees
Sep 8 - Sep 9
Mountain Retreat w/ Loft, Fire Pit, & Grill

16. Historic chalet w/ porch & BBQ grill

Historic chalet w/ porch & BBQ grill
Capon Bridge
10.0 out of 10, Exceptional, (1 review)
"Comfortable, sheets were outstanding! Host was very accommodating and answered questions right away. Could use a little more lighting, stairs were dark. "
United States
Linda C.
The price is CA $228
CA $430 total
includes taxes & fees
Sep 7 - Sep 8
Historic chalet w/ porch & BBQ grill

17. 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.
The price is CA $152
CA $274 total
includes taxes & fees
Oct 4 - Oct 5
The Stock Exchange downtown 3rd floor studio apt

18. 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
The price is CA $159
CA $267 total
includes taxes & fees
Sep 30 - Oct 1
The Blue Door steps from Handley Library

19. Indigo Blue modern open vibe on tree lined street

Indigo Blue modern open vibe on tree lined street
Winchester Historic District
9.8 out of 10, Exceptional, (15 reviews)
"We had a great stay! The place was very clean and exactly as described. Michele communicated clearly and responded quickly, which made everything easy from check-in to check-out. The location was also perfect—very close to downtown and convenient to everything we wanted to do. We would definitely stay here again and highly recommend it to others!"
United States
Elaina R.
The price is CA $304
CA $564 total
includes taxes & fees
Sep 7 - Sep 8
Indigo Blue modern open vibe on tree lined street

20. WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (10 reviews)
"Great location…"
United States
John P.
The price is CA $284
CA $520 total
includes taxes & fees
Sep 20 - Sep 21
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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

Find out more about Shawnee Land

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Shawnee Land. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Lake Frederick Boat Launch. 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.