The Best Boonsboro, MD Chalets from $332

A stone tower with a flagpole and an American flag.

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Our top choices for Boonsboro chalets

An outdoor seating area with a fire pit, surrounded by trees and a wooden deck.

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

Mercersburg

Candace

$596 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

2. Forest chalet w/ hot tub & BBQ grill

Harpers Ferry

LeAnn H.

$372 nightly

Oct 29 - Oct 30

Total with taxes and fees

A wooden cabin with a metal roof, surrounded by snow and trees.

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

The Woods

$373 nightly

Oct 27 - Oct 28

Total with taxes and fees

A spacious wooden deck with seating and a table, large windows offering a forest view.

4. Cozy Cottage w Enclosed Porch, Fireplace & Grill

The Woods

$379 nightly

Oct 25 - Oct 26

Total with taxes and fees

A balcony with a wooden deck, a grey sofa, and a built-in barbecue grill.

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

Martinsburg

Kevin S.

$331 nightly

Oct 26 - Oct 27

Total with taxes and fees

A single-story house with a balcony, a chimney, and a deck.

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

Sleepy Hollow

Will S.

$372 nightly

Oct 25 - Oct 26

Total with taxes and fees

A single-story house with a large front porch, a covered deck, and a chimney.

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

The Woods

Katlin M.

$352 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden deck with a table and chairs, large windows, and a view of trees.

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

The Woods

Brooke R.

$350 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

The Woods

"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!"

Lariana P.

$308 nightly

Nov 9 - Nov 10

Total with taxes and fees

A large swimming pool with a surrounding deck, a small pond, and a golf course.

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

The Woods

Chelsea R.

$328 nightly

Oct 26 - Oct 27

Total with taxes and fees

A wooden deck with a table and chairs, surrounded by large windows offering a view of a forest.

11. Cozy chalet w/ forest views & hot tub

The Woods

Eric H.

$346 nightly

Nov 17 - Nov 18

Total with taxes and fees

A hot tub with a wooden deck and railing, surrounded by trees and a grassy area.

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

Harpers Ferry

Van P.

$540 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

The Woods

Deirdre M.

$355 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden deck with a table and chairs, a wood-burning stove, and a large sliding glass door leading to an outdoor area.

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

The Woods

"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...

Chaya Gittel D.

$413 nightly

Oct 27 - Oct 28

Total with taxes and fees