Discover a selection of 98 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 swimming pools and kitchens. 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.
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, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


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 2020 property listings offer a large selection of 98 vacation rentals around Middletown. From 13 cabin rentals to 38 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 a mountain-view property in Middletown?

Cool fresh air, awe-inspiring vistas and quality time in the wilderness. If you're itching to revitalize and recharge, a trip to the mountains is the perfect prescription. Vrbo has no less than 21 mountain vacation rentals available. Alternatively, you might be looking for a different sort of setting. Vrbo has oodles of rental properties to choose from, including:

  • 17 water-view vacation rentals.
  • 16 rural vacation rentals.
  • 13 village vacation rentals.

Can I rent a house in Middletown?

Instead of booking a cookie-cutter hotel room this vacation, you could just rent an entire house. You'll feel like you're part of the neighborhood before you know it! There are 40 options currently available on Vrbo. Prices start from $90 a night. Or perhaps you'd rather one of the area's other popular rental types, like:

  • Hotel: 21 vacation homes. Prices start from $99 per night.
  • Cottage: 11 vacation homes. Prices start from $140 per night.
  • Bed & breakfast: 11 vacation homes. Prices start from $110 per night.

Can I stay in Middletown in a large group?

It can be hard finding time to spend with your closest family and friends. A vacation is an ideal way to be reunited. If you were planning to kick back together, Vrbo has options. House vacation homes are the preferred choice here for big groups of guests. Our global database currently has 10 available. If you are hoping to stay with a large group, the rental options that will serve you well include:

  • If yours is a group of 6, we offer 22 vacation homes ideal for that size. Stay a night for as little as $117.
  • If you've got 5 in your squad, you'll be pleased to learn that there are 14 vacation homes that are ideal. The starting price is $116 per night.
  • Seeking out rental properties suitable for 8 people? You'll be pleased to find out we have 10 that will fit the bill. You can grab one from just $140 per night.

So never fear! When you travel with us you can take your uncle, your sister and all your friends to Middletown.

Where are the cheapest rentals in Middletown?

Vrbo has a range of great economical rentals. Treat your gang to a lavish night out or hang around a bit longer with all the moolah you'll have leftover. Picking up a rental in Downtown is a simple way to avoid burning a hole in your budget. We have 12 options and the average cost is $123 a night.

Explore destinations around Middletown