Middletown vacation rentals
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❤️ Secluded 1940s Romantic Tiny House on the River
Top rated rentals - Middletown
Photo gallery for Countryside Cabin with Mountain Views near Surreybrooke Gardens
Great
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Take in the riverside beauty of Middletown
Enjoy the entertainment and other features of Middletown. Well known for its golfing, fishing and basketball games, this walkable city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.
Activities and attractions in Middletown
Do you want to discover attractions to visit while you're in town? Venture out of your vacation home and check out everything that makes Middletown a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:
- Big Cork Vineyards (6.4 mi / 10.2 km)
- Catoctin Mountain Park (14.9 mi / 24.1 km)
- Breaux Vineyards (17.6 mi / 28.4 km)
- Hollywood Casino at Charles Town Races (19.3 mi / 31 km)
- Maryland National Golf Club (2.6 mi / 4.2 km)
- Musket Ridge Golf Course (3.6 mi / 5.9 km)
Exploring the natural landscape of Middletown
Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Middletown is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:
- Greenbrier State Park (7.7 mi / 12.3 km)
- Carroll Creek Linear Park (8 mi / 12.9 km)
- Crystal Grottoes Caverns (8 mi / 12.9 km)
- Cunningham Falls State Park (13.3 mi / 21.5 km)
- Catoctin Mountain Park (14.9 mi / 24.1 km)
- Sugarloaf Mountain Park (15.6 mi / 25 km)
How to get to and around Middletown
Fly into Hagerstown, MD (HGR-Hagerstown Regional), the closest airport, located 20.6 mi (33.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 24 mi (38.6 km) away.