Middletown, MD

Travel Guide

Photo by Doug Kerr
Photo by Doug Kerr
Photo by Ann Sair
Photo by Ann Sair
Photo by Willow Rock
Photo by Willow Rock
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Middletown
Stay at this cabin in Middletown. Enjoy free WiFi, a garden, and patios. Popular attractions Maryland National Golf Club and Orchid Cellar Winery are located ...
10/10 Exceptional! (91 reviews)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back!"

Reviewed on 10 January 2025

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Countryside Cabin with Mountain Views near Surreybrooke Gardens
Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
The price is AED 459 per night from Mar 16 to Mar 17
AED 459
AED 1,024 total
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Middletown. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Orchid Cellar Winery and ...
9.8/10 Exceptional! (121 reviews)
Great cute retreat location.
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and ..."

Reviewed on 23 February 2025

Charming "Cream of the Crop" Cape ~❤️of Middletown
Serene Log Cabin Nestled Among the Battlefields
Serene Log Cabin Nestled Among the Battlefields
Middletown
Stay at this cabin in Middletown. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Orchid Cellar Winery and Washington Monument State ...
8/10 Very Good! (26 reviews)
Lovely space, few misunderstandings
"This was a lovely getaway for me and my girlfriend. There were a few issues: the cabin could use a good dusting in kind of obvious spaces, host told us the cleaners hadn’t been in halfway through and that was a tad disconcerting, and I don’t think the listing mentioned how the cabin is so close to ..."

Reviewed on 3 January 2025

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Serene Log Cabin Nestled Among the Battlefields
See all 720 properties in Middletown
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.
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Middletown
Stay at this cabin in Middletown. Enjoy free WiFi, a garden, and patios. Popular attractions Maryland National Golf Club and Orchid Cellar Winery are located ...
10/10 Exceptional! (91 reviews)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back!"

Reviewed on 10 January 2025

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
Stay at this vacation home in Middletown. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Orchid Cellar Winery and ...
9.8/10 Exceptional! (121 reviews)
Great cute retreat location.
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and ..."

Reviewed on 23 February 2025

Charming "Cream of the Crop" Cape ~❤️of Middletown
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
Stay at this cabin in Middletown. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Orchid Cellar Winery ...
9.6/10 Exceptional! (88 reviews)
Great home, but not as remote as we believed for a cabin
"It is a very quaint property and sed has the rustic cabin feel, the location was not as intimate as we hoped as it is in a regular neighborhood with close primary with neighbors."

Reviewed on 30 December 2024

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
See all properties in Middletown
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.

Popular places to visit

Maryland National Golf Club

Enjoy a round of golf in Middletown at Maryland National Golf Club. Discover the coffeehouses and its festivals while you're in the area.

Maryland National Golf Club

Orchid Cellar Winery

You can enjoy a tasting or tour at Orchid Cellar Winery during your travels to Middletown. Discover the area's festivals, or seek out its golf courses.

Orchid Cellar Winery

Willow Oaks Craft Cider and Wine

You can enjoy a tasting or tour at Willow Oaks Craft Cider and Wine during your travels to Middletown. Amble around the area's riverfront or experience its entertainment venues.

Willow Oaks Craft Cider and Wine