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Winchester Chalets

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Our top choices for Winchester chalets

1. 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.
$308 nightly
The price is $331
Nov 17 - Nov 18
Total with taxes and fees
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

2. 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.
$306 nightly
The price is $342
Nov 15 - Nov 16
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard

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

Pet-Friendly w Fire Pit, Grill & Resort Access
The Woods
$379 nightly
The price is $411
Nov 15 - Nov 16
Total with taxes and fees
Pet-Friendly w Fire Pit, Grill & Resort Access

4. Mountain chalet w/ hot tub & private balcony

Mountain chalet w/ hot tub & private balcony
Augusta
9.6 out of 10, Exceptional, (15 reviews)
"Tony is a wonderful and communicative host! We had a great, relaxing weekend here. "
United States
Leigh Ann P.
$348 nightly
The price is $375
Nov 16 - Nov 17
Total with taxes and fees
Mountain chalet w/ hot tub & private balcony

5. 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, (15 reviews)
"Amazing cabin getaway "
United States
Aleks S.
$285 nightly
The price is $306
Nov 30 - Dec 1
Total with taxes and fees
Modern w Mountain Views, Hot Tub, Deck & Fire Pit

6. 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.
$378 nightly
The price is $408
Nov 17 - Nov 18
Total with taxes and fees
Modern Escape w Mountain Views, Fire Pit & Swing

7. Cozy Cottage w Enclosed Porch, Fireplace & Grill

Cozy Cottage w Enclosed Porch, Fireplace & Grill
The Woods
$395 nightly
The price is $429
Nov 29 - Nov 30
Total with taxes and fees
Cozy Cottage w Enclosed Porch, Fireplace & Grill

8. 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.
$383 nightly
The price is $415
Nov 15 - Nov 16
Total with taxes and fees
Valley Views, Hot Tub, Deck, Screened Porch & WiFi

9. 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.
$322 nightly
The price is $347
Nov 19 - Nov 20
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi

10. 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)
"We had a great stay! The host is communicative and the space is clean."
United States
Konstantin M.
$363 nightly
The price is $393
Nov 19 - Nov 20
Total with taxes and fees
Cabin w Fire Pit, Hot Tub, Screened Porch & More

11. Mountain retreat chalet w/ hot tub & deck

Mountain retreat chalet w/ hot tub & deck
Rio
9.6 out of 10, Exceptional, (7 reviews)
"A lovely and comfortable property. Very peaceful. The beds were especially comfortable."
United States
Audra M.
$312 nightly
The price is $336
Nov 17 - Nov 18
Total with taxes and fees
Mountain retreat chalet w/ hot tub & deck

12. Rustic retreat w/ kitchen & deck

Rustic retreat w/ kitchen & deck
Great Cacapon
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place and the secluded mountain setting. "
United States
melissa w.
$340 nightly
The price is $367
Nov 15 - Nov 16
Total with taxes and fees
Rustic retreat w/ kitchen & deck

13. 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.
$317 nightly
The price is $341
Dec 7 - Dec 8
Total with taxes and fees
Dog-Friendly Chalet w/Hot Tub, Fire Pit & Deck

14. 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.
$334 nightly
The price is $355
Nov 15 - Nov 16
Total with taxes and fees
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

15. 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)
"Beautiful property with plenty of open space. Cozy living room and open kitchen concept. Nice little dining area. The bedrooms and bathrooms were spacious and comfortable."
United States
Elizabeth U.
$406 nightly
The price is $440
Dec 8 - Dec 9
Total with taxes and fees
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

16. Mountain Retreat w Hot Tub, Grill, Deck & More!

Mountain Retreat w Hot Tub, Grill, Deck & More!
Berkeley Springs
10.0 out of 10, Exceptional, (6 reviews)
"As advertised. We enjoyed our stay"
United States
Reed P.
$350 nightly
The price is $378
Dec 7 - Dec 8
Total with taxes and fees
Mountain Retreat w Hot Tub, Grill, Deck & More!

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

Pet-Friendly w/Deck & Games in The Woods Resort
The Woods
$373 nightly
The price is $404
Nov 16 - Nov 17
Total with taxes and fees
Pet-Friendly w/Deck & Games in The Woods Resort

18. 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.
$390 nightly
The price is $422
Dec 1 - Dec 2
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill

19. 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.
$320 nightly
The price is $345
Nov 29 - Nov 30
Total with taxes and fees
Chalet w Hot tub, Grill, FirePit, Games & Wifi

20. Dog Friendly with Fire Pit and Yard by the River

Dog Friendly with Fire Pit and Yard by the River
Baker
10.0 out of 10, Exceptional, (3 reviews)
"Great little out of the way remote cabin. Very clean, nice and everything you need furnished. Would definitely recommend it."
United States
Diane C.
$364 nightly
The price is $394
Nov 15 - Nov 16
Total with taxes and fees
Dog Friendly with Fire Pit and Yard by the River
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

Find out more about Winchester

Winchester Chalets information

Number of reviews
171
Accommodation
67 Chalets
Lowest Price
$306
Highest Price
$440

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