Discover a selection of 88 vacation rentals in Middletown, MD that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $63 per night, and cabins and houses are popular options for a stay in Middletown. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Middletown
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Destination guide

Delight in the riverside landscape of Middletown

Enjoy the entertainment and other features of Middletown. Travelers to this walkable city praise the golfing, fishing and basketball games. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities

Sightseeing in and around Middletown

Do you want to discover attractions to see in the area? Venture out of your vacation home and experience everything that makes Middletown a fun spot to vacation. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Musket Ridge Golf Course (3.4 mi / 5.5 km)
  • Frederick Fairgrounds (9.6 mi / 15.4 km)
  • Cress Creek Golf Club (12.8 mi / 20.7 km)
  • Catoctin Mountain Park (15 mi / 24.1 km)
  • Whiskey Creek Golf Club (15.4 mi / 24.8 km)
  • Tarara Winery (15.5 mi / 24.9 km)
Natural features

Exploring the natural landscape of Middletown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Middletown is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Cunningham Falls State Park (13.4 mi / 21.6 km)
  • Morgan's Grove Park (13.7 mi / 22.1 km)
  • Catoctin Mountain Park (15 mi / 24.1 km)
  • Sugarloaf Mountain Park (16.5 mi / 26.6 km)
How to get there

Transportation to and around Middletown

The nearest airport is in Hagerstown, MD (HGR-Hagerstown Regional), located 19.7 mi (31.7 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 22.8 mi (36.7 km) away.

How many vacation rentals are available around Middletown, MD?

Our 2021 property listings offer a large selection of 88 vacation rentals around Middletown. From 10 cabin rentals to 57 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cabins in Middletown?

Yes, of course. Vrbo has 10 Cabins in Middletown. Our other popular types of vacation rentals in Middletown include:

  • Houses: 57 rentals available
  • Cottages: 10 rentals available
  • Bungalows: 10 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Middletown?

Yes, you can select your preferred vacation rental with pool among our 10 vacation rentals with pool available in Middletown. Please use our search bar to access the selection of vacation rentals available.