Photo by Doug Kerr

Search Chalets in Middletown

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 8 Chalets in Middletown with updated reviews, rates, and availability.

"The house was cute and very well stocked with everything we needed. The hot tub was great after hiking and the game room in the basement was a nice way to spend the evenings. The house was an easy 10 min drive to the town of Harpers Ferry and the hiking trails. The owners were quick to respond to any texts. Will definitely recommend. "

AED 1,568 total

includes taxes & fees

21 Apr - 22 Apr

"The cabin is clean and cozy, the area is beautiful and the check-in process could not have been easier. We stayed one night on our long drive ... Wish we could have stayed longer! "

AED 1,316 total

includes taxes & fees

21 Apr - 22 Apr

"Super comfortable and clean, with 4 large BRs. Combo living/ dining area. Reasonably appointed. Bit of a drive to Harper’s Ferry. Convenient to Shephardstown and Charles Town. "

AED 1,682 total

includes taxes & fees

13 Apr - 14 Apr

"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"

AED 1,100 total

includes taxes & fees

21 Apr - 22 Apr

"We loved the property. It was clean and large enough for our needs. The back porch was fantastic and the outdoor fire pit was also a great place to retreat to."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middletown

"Traveled from Baltimore to get away for a few days. Great location and mountain views. Cozy vintage cabin nicely renovated. "

"Adorable log cabin stay. We enjoyed the quiet neighborhood and cute town with beautiful old homes! It was a nice 3 day respite "

AED 720 total

includes taxes & fees

16 Apr - 17 Apr

"Our overall experience was nice and relaxing place to be. However, during the cold months. The second floor was warm enough to sleep, but the first floor was very cold, especially when it gets down to 19 at night when there’s no heat because all the heat travels to the second floor/loft. There was a space heater, but didn’t realize it until after we left. The host was easy to get a hold of through messages. The only recommendation I would say is maybe put a firebox insert in the fireplace to...