Default HTG hotel image

Shawnee Land Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Shawnee Land holiday rentals

1. ‘Sweet Dreams' Cozy Cottage in Downtown Winchester

‘Sweet Dreams' Cozy Cottage in Downtown Winchester
Winchester
The price is NZ$265
includes taxes & fees
15 Sept - 16 Sept
‘Sweet Dreams' Cozy Cottage in Downtown Winchester

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

Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
Strasburg
The price is NZ$596
includes taxes & fees
24 Aug - 25 Aug
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views

3. Spacious Chalet-Cabin with Hot Tub, Huge Deck, Fire Pit All Just a 15 Minute Walk to Sleepy Creek in Berkeley Springs, WV

Spacious Chalet-Cabin with Hot Tub, Huge Deck, Fire Pit All Just a 15 Minute Walk to Sleepy Creek in Berkeley Springs, WV
Berkeley Springs
The price is NZ$403
includes taxes & fees
25 Aug - 26 Aug
Spacious Chalet-Cabin with Hot Tub, Huge Deck, Fire Pit All Just a 15 Minute Walk to Sleepy Creek in Berkeley Springs, WV

4. Secluded Chalet-Cabin with Hot Tub, Fire Pit, Deck and Grill - the Perfect Place to Relax in Gerrardstown, WV

Secluded Chalet-Cabin with Hot Tub, Fire Pit, Deck and Grill - the Perfect Place to Relax in Gerrardstown, WV
Gerrardstown
The price is NZ$455
includes taxes & fees
26 Aug - 27 Aug
Secluded Chalet-Cabin with Hot Tub, Fire Pit, Deck and Grill - the Perfect Place to Relax in Gerrardstown, WV

5. 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, (11 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 NZ$311
includes taxes & fees
13 Sept - 14 Sept
Luxury tiny home farm stay on historic property with hot tub in Stephens City

6. Buena Vista

Buena Vista
Shawneeland
The price is NZ$364
includes taxes & fees
9 Sept - 10 Sept
Buena Vista

7. 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 NZ$593
includes taxes & fees
15 Sept - 16 Sept
Cameron Charmer pristine downtown apt with double master suites

8. Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Cross Junction
9.6 out of 10, Exceptional, (86 reviews)
"The best, peaceful, fun, ATV wheeling, target practice, grilling, great kitchen supplies and plenty of space for the family Would stay again"
United States
Lisa G.
The price is NZ$528
includes taxes & fees
19 Aug - 20 Aug
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

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 NZ$553
includes taxes & fees
19 Aug - 20 Aug
Nostalgia Lane in the heart of the city

10. 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 NZ$432
includes taxes & fees
14 Sept - 15 Sept
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

11. Indigo Blue modern open vibe on tree lined street

Indigo Blue modern open vibe on tree lined street
Winchester Historic District
10.0 out of 10, Exceptional, (14 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.
Indigo Blue modern open vibe on tree lined street

12. Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown
Winchester
8.8 out of 10, Excellent, (10 reviews)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveller
The price is NZ$298
includes taxes & fees
19 Aug - 20 Aug
Cozy English Basement Apt quiet but close to downtown

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, (8 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is NZ$413
includes taxes & fees
31 Aug - 1 Sept
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

14. 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 NZ$616
includes taxes & fees
19 Aug - 20 Aug
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

15. 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 NZ$390
includes taxes & fees
31 Aug - 1 Sept
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

16. Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Augusta
7.4 out of 10, Good, (3 reviews)
"Great Experience!"
United States
Kimberly B.
The price is NZ$482
includes taxes & fees
26 Aug - 27 Aug
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

17. Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (48 reviews)
"What an absolutely lovely and peaceful place to stay! We had a wonderful visit. "
United States
Stephanie T.
The price is NZ$516
includes taxes & fees
20 Aug - 21 Aug
Newly renovated Farm cottage with Mountain views

18. Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.8 out of 10, Exceptional, (7 reviews)
"amazing location, felt like home, lots of space!"
United States
Brandi M.
The price is NZ$667
includes taxes & fees
23 Aug - 24 Aug
Scarborough Fair walk to downtown two story apt

19. 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 NZ$472
includes taxes & fees
17 Sept - 18 Sept
Large Glamper w/ Hot Tub and full bathroom-sleep 6

20. 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)
"It was decorated very cute and the bed was comfortable. Very close to shops and restaurants.We had to drive around the block and get out to find the location because you park and enter through the back door.It’s very close to the train stain but was only interrupted by an early morning train once."
United States
Brenda H.
The price is NZ$365
includes taxes & fees
30 Aug - 31 Aug
Pretty Little Apt by the Train II
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shawnee Land Hotel Reviews

Find out more about Shawnee Land

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Shawnee Land holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Shawnee Land. 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 Shawnee Land. 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 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 holiday 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 Shawnee Land short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Shawnee Land?

Yes, there are holiday rentals close to the most popular sights in Shawnee Land, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shawnee Land has to offer?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: This holiday home rental outside of Shawnee Land is located in a rural location, and has a fireplace, a balcony and a BBQ 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 holiday with amenities such as 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 wider area.

What are holiday rentals like in Shawnee Land?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shawnee Land. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip.