A street lined with brick buildings, including a bank and a restaurant.

Shepherdstown Chalets

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Shepherdstown chalets

A hot tub on a wooden deck with a white railing, surrounded by trees.

1. Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (35 reviews)
"The cabin was perfect for a quick get away from the city for my husband and me. The hot tub was excellent, and the deck up in the trees made for an enjoyable afternoon of reading, working a puzzle, and revisiting the hot tub! It was so cozy that we decided not to leave for dinner. Just stayed at the cabin and relaxed."
United States
LeAnn H.
$372 nightly
The price is $404
Oct 29 - Oct 30
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
An outdoor seating area with a fire pit, surrounded by trees and a wooden deck.

2. Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
10.0 out of 10, Exceptional, (28 reviews)
"Great place to unwind and relax."
United States
Candace
$596 nightly
The price is $645
Nov 17 - Nov 18
Total with taxes and fees
Mirror Villas - Modern Retreat with private hot tubs and mountain view
A balcony with a wooden deck, a grey sofa, and a built-in barbecue grill.

3. Modern Escape w Mountain Views, Fire Pit & Swing

Modern Escape w Mountain Views, Fire Pit & Swing
Martinsburg
9.0 out of 10, Wonderful, (2 reviews)
"Buestiful location and property. House was exactly as described and wonderful. My family and I truly enjoyed our time here."
United States
Kevin S.
$331 nightly
The price is $358
Oct 26 - Oct 27
Total with taxes and fees
Modern Escape w Mountain Views, Fire Pit & Swing
A wooden cabin with a metal roof, surrounded by snow and trees.

4. Pet-Friendly w Fire Pit, Grill & Resort Access

Pet-Friendly w Fire Pit, Grill & Resort Access
The Woods
$370 nightly
The price is $402
Oct 25 - Oct 26
Total with taxes and fees
Pet-Friendly w Fire Pit, Grill & Resort Access
Forest Haven is beautiful at night

5. Forest 2BR chalet w/ hot tub & backyard

Forest 2BR chalet w/ hot tub & backyard
Gerrardstown
9.6 out of 10, Exceptional, (5 reviews)
"Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice"
United States
John Z.
$305 nightly
The price is $340
Oct 25 - Oct 26
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard
A spacious wooden deck with seating and a table, large windows offering a forest view.

6. Cozy Cottage w Enclosed Porch, Fireplace & Grill

Cozy Cottage w Enclosed Porch, Fireplace & Grill
The Woods
$379 nightly
The price is $412
Oct 25 - Oct 26
Total with taxes and fees
Cozy Cottage w Enclosed Porch, Fireplace & Grill
A wooden deck with a railing, surrounded by a forest with autumn-colored trees.

7. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
9.8 out of 10, Exceptional, (7 reviews)
"The host was very communicative and the place was very clean. "
United States
Christopher M.
$334 nightly
The price is $361
Oct 26 - Oct 27
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
A hot tub with a wooden deck and railing, surrounded by trees and a grassy area.

8. Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.2 out of 10, Wonderful, (23 reviews)
"Had a wonderful stay. House was perfect for our needs. Host was very responsive to any questions we had. Check-in was very easy. House was clean. "
United States
Van P.
$540 nightly
The price is $589
Oct 27 - Oct 28
Total with taxes and fees
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
A single-story house with a large front porch, a covered deck, and a chimney.

9. Cabin w Fire Pit, Hot Tub, Screened Porch & More

Cabin w Fire Pit, Hot Tub, Screened Porch & More
The Woods
9.8 out of 10, Exceptional, (8 reviews)
"Great little place for a mini trip away. Host was really helpful and great when I had questions. The house was adorable and was perfect for us. Hot tub on the deck was wonderful. Lots of little extra items in case you forgot things so that was a huge plus. Highly recommend!"
United States
Katlin M.
$352 nightly
The price is $381
Nov 1 - Nov 2
Total with taxes and fees
Cabin w Fire Pit, Hot Tub, Screened Porch & More
A hot tub on a wooden deck surrounded by a forest.

10. Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
Gerrardstown
9.0 out of 10, Wonderful, (12 reviews)
"We had a fabulous time and highly recommend this rental."
United States
Amber H.
$340 nightly
The price is $368
Nov 16 - Nov 17
Total with taxes and fees
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
A single-story house with a balcony, a chimney, and a deck.

11. Valley Views, Hot Tub, Deck, Screened Porch & WiFi

Valley Views, Hot Tub, Deck, Screened Porch & WiFi
Sleepy Hollow
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time, the views were amazing. The house was clean and comfortable. Everything you need it there. Tony was quick to respond with an questions we had. "
United States
Will S.
$372 nightly
The price is $404
Oct 25 - Oct 26
Total with taxes and fees
Valley Views, Hot Tub, Deck, Screened Porch & WiFi
A wooden deck with a table and chairs, large windows, and a view of trees.

12. This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
The Woods
9.8 out of 10, Exceptional, (22 reviews)
"House was great and cozy for the family for a weekend away. Would stay here again."
United States
Brooke R.
$350 nightly
The price is $372
Oct 25 - Oct 26
Total with taxes and fees
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
A large swimming pool with a surrounding deck, a small pond, and a golf course.

13. Hot Tub, Fire Pit, Deck, Grill w Resort Amenities

Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
The Woods
9.4 out of 10, Exceptional, (10 reviews)
"Great little cabin for our family trip. My kids enjoyed the hot tub, fire pit, and other resort amenities. Plenty to do. Bring your own cleaning supplies if you like to clean"
United States
Chelsea R.
$328 nightly
The price is $355
Oct 26 - Oct 27
Total with taxes and fees
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
Terrace/patio

14. Chalet w Hot tub, Grill, FirePit, Games & Wifi

Chalet w Hot tub, Grill, FirePit, Games & Wifi
The Woods
9.0 out of 10, Wonderful, (2 reviews)
"This cabin exceeded our expectations! The host was outstanding, always friendly, attentive, and quick to respond. The cabin was extremely clean, cozy, and thoughtfully equipped with everything we needed. It felt like a home away from home. The peaceful atmosphere made it the perfect place to relax and spend quality time with family. We couldn’t have asked for a better experience and would absolutely stay here again. Highly recommended!"
United States
Lariana P.
$308 nightly
The price is $332
Nov 9 - Nov 10
Total with taxes and fees
Chalet w Hot tub, Grill, FirePit, Games & Wifi
A wooden deck with a table and chairs, surrounded by large windows offering a view of a forest.

15. Cozy chalet w/ forest views & hot tub

Cozy chalet w/ forest views & hot tub
The Woods
9.2 out of 10, Wonderful, (5 reviews)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
$346 nightly
The price is $375
Nov 17 - Nov 18
Total with taxes and fees
Cozy chalet w/ forest views & hot tub
A cabin with a wooden deck, multiple seating areas, and large windows.

16. Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger

Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Super nice place. We enjoyed everything about it, and it rained the entire time. Everything seems brand new (dishes, fireplace, furniture). Would love to come back and stay again."
United States
Geoff D.
Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger
A wooden deck with a table and chairs, a wood-burning stove, and a large sliding glass door leading to an outdoor area.

17. Cabin w/hot tub, fire pit & deck

Cabin w/hot tub, fire pit & deck
The Woods
9.0 out of 10, Wonderful, (4 reviews)
"We had the most wonderful stay at this beautiful house in the woods! The home was peaceful, cozy, and the perfect place for our family to get away and spend quality time together. The surrounding scenery was beyond and we met the nicest people at the community pools .The house is extremely comfortable, welcoming, and had everything we needed for our stay. We especially loved the quiet, wooded setting and the surrounding scenery was beautiful and made the whole stay feel like a true escape. The...
United States
Chaya Gittel D.
$413 nightly
The price is $448
Oct 27 - Oct 28
Total with taxes and fees
Cabin w/hot tub, fire pit & deck
A large swimming pool with a surrounding deck, a small pond, and a golf course.

18. Modern chalet w/hot tub, fire pit & porch

Modern chalet w/hot tub, fire pit & porch
The Woods
9.0 out of 10, Wonderful, (8 reviews)
"Loved the house, hot tub & firepit. We had a great weekend & golfed at The Woods. "
United States
Deirdre M.
$355 nightly
The price is $385
Nov 9 - Nov 10
Total with taxes and fees
Modern chalet w/hot tub, fire pit & porch
A wooden deck with a railing, surrounded by trees.

19. Pet-Friendly w/Deck & Games in The Woods Resort

Pet-Friendly w/Deck & Games in The Woods Resort
The Woods
$361 nightly
The price is $391
Nov 10 - Nov 11
Total with taxes and fees
Pet-Friendly w/Deck & Games in The Woods Resort
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 Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good
"The room was very nice and roomy. The breakfast we had was very good. Nice selection of food. Staff was very nice. The only complaint was the noise from the dumpsters being emptied around 4 in the morning from business next door."
Robert 1-night trip
Posted 13 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

Find out more about Shepherdstown

Shepherdstown Chalets information

Number of reviews
175
Accommodation
33 Chalets
Lowest Price
$332
Highest Price
$645

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