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Winchester Chalets

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winchester chalets

Terrace/patio

1. 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.
$558 nightly
The price is $621
Oct 4 - Oct 5
Total with taxes and fees
Secluded Luxury Cabin with Stargazing Dome + Hot Tub + Sauna + EV Charger
Outdoor dining

2. Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Modern w Mountain Views, Hot Tub, Deck & Fire Pit
Berkeley Springs
9.4 out of 10, Exceptional, (13 reviews)
"Amazing cabin getaway "
United States
Aleks S.
$257 nightly
The price is $275
Sep 13 - Sep 14
Total with taxes and fees
Modern w Mountain Views, Hot Tub, Deck & Fire Pit
Terrace/patio

3. 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.
$300 nightly
The price is $334
Sep 13 - Sep 14
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard
Exterior

4. 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.
$297 nightly
The price is $321
Sep 22 - Sep 23
Total with taxes and fees
Mountain chalet w/ hot tub & private balcony
Exterior

5. 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.
$327 nightly
The price is $353
Oct 1 - Oct 2
Total with taxes and fees
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
Outdoor dining

6. Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (35 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
$289 nightly
The price is $311
Sep 15 - Sep 16
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
Terrace/patio

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.
$305 nightly
The price is $329
Sep 22 - Sep 23
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Outdoor spa tub

8. Dog-Friendly Chalet w/Hot Tub, Fire Pit & Deck

Dog-Friendly Chalet w/Hot Tub, Fire Pit & Deck
Berkeley Springs
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful place, peaceful and quiet. Very clean!! Didn't have to travel to far if we wanted to find things to do.."
United States
Carrie S.
$275 nightly
The price is $296
Sep 14 - Sep 15
Total with taxes and fees
Dog-Friendly Chalet w/Hot Tub, Fire Pit & Deck
Outdoor dining

9. Zen Vibe w/Hot Tub, Fireplace, Grill, Deck & More

Zen Vibe w/Hot Tub, Fireplace, Grill, Deck & More
The Woods
10.0 out of 10, Exceptional, (4 reviews)
"Lovely location for a girls weekend! Definitely recommend to those looking for a quiet place to relax and unwind."
United States
Lori R.
Zen Vibe w/Hot Tub, Fireplace, Grill, Deck & More
Exterior

10. 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.
$287 nightly
The price is $309
Sep 13 - Sep 14
Total with taxes and fees
Historic chalet w/ porch & BBQ grill
Exterior

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

Cabin w Fire Pit, Hot Tub, Screened Porch & More
The Woods
9.6 out of 10, Exceptional, (5 reviews)
"Clean and super relaxing woods resort in a beautiful neighborhood."
United States
Sara N.
$350 nightly
The price is $379
Sep 13 - Sep 14
Total with taxes and fees
Cabin w Fire Pit, Hot Tub, Screened Porch & More
Outdoor dining

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, (21 reviews)
"House was great and cozy for the family for a weekend away. Would stay here again."
United States
Brooke R.
$362 nightly
The price is $385
Sep 14 - Sep 15
Total with taxes and fees
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
Terrace/patio

13. Pet-Friendly with Treehouse, Deck in The Woods Resort

Pet-Friendly with Treehouse, Deck in The Woods Resort
The Woods
$355 nightly
The price is $384
Sep 22 - Sep 23
Total with taxes and fees
Pet-Friendly with Treehouse, Deck in The Woods Resort
Outdoor dining

14. 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.
$271 nightly
The price is $292
Sep 16 - Sep 17
Total with taxes and fees
Cozy chalet w/ forest views & hot tub
Property grounds

15. Cozy Cottage w Enclosed Porch, Fireplace & Grill

Cozy Cottage w Enclosed Porch, Fireplace & Grill
The Woods
$312 nightly
The price is $337
Sep 13 - Sep 14
Total with taxes and fees
Cozy Cottage w Enclosed Porch, Fireplace & Grill
Outdoor spa tub

16. Mountain retreat chalet w/ hot tub & deck

Mountain retreat chalet w/ hot tub & deck
Rio
9.6 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay very much!! Enjoyed the hot tub and the space very much. "
United States
Melissa M.
$291 nightly
The price is $314
Sep 13 - Sep 14
Total with taxes and fees
Mountain retreat chalet w/ hot tub & deck
Outdoor spa tub

17. 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, (21 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.
$344 nightly
The price is $372
Sep 16 - Sep 17
Total with taxes and fees
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Terrace/patio

18. Modernized Log Cabin w Hot Tub, Fire Pit & Views!

Modernized Log Cabin w Hot Tub, Fire Pit & Views!
Berkeley Springs
9.0 out of 10, Wonderful, (24 reviews)
"It was a great time, clean cute cabin. You Def need an SUV or 4x4 to get up the lane. Perfect peaceful weekend away but close enough to town for supplies. "
United States
Jessica
$257 nightly
The price is $276
Sep 22 - Sep 23
Total with taxes and fees
Modernized Log Cabin w Hot Tub, Fire Pit & Views!
Terrace/patio

19. 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.
$381 nightly
The price is $413
Sep 21 - Sep 22
Total with taxes and fees
Modern Escape w Mountain Views, Fire Pit & Swing
Terrace/patio

20. Dog-Friendly w Hot Tub, Fire Pit & River Access

Dog-Friendly w Hot Tub, Fire Pit & River Access
Great Cacapon
9.4 out of 10, Exceptional, (3 reviews)
"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"
United States
Deepan R.
$291 nightly
The price is $313
Sep 14 - Sep 15
Total with taxes and fees
Dog-Friendly w Hot Tub, Fire Pit & River Access
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 Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Great service, nice complementary breakfast and very clean hotel."
Francisco 1-night trip
Posted 5 hours ago
Microtel Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Chalets information

Number of reviews
161
Accommodation
67 Chalets
Lowest Price
$275
Highest Price
$621

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