Top rated rentals — Middletown
Destination guide

The lush setting of Middletown is ready to explore

Enjoy the area's festivals, churches and monuments and make a vacation rental your home during your stay in Middletown. Renowned for its restaurants, cheese shops and forests, this city welcomes all visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in Middletown

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Middletown has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Brandywine Zoo (22.9 mi / 36.9 km)
  • Frog Hollow Golf Club (1.2 mi / 1.9 km)
  • Back Creek Golf Club (4.2 mi / 6.8 km)
  • Frightland (6.5 mi / 10.5 km)
  • Tilmon's Island Winery (19 mi / 30.5 km)
  • Auburn Road Vineyard (24.3 mi / 39 km)
Natural features

Exploring the natural features in Middletown

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

  • Lums Pond State Park (7.9 mi / 12.6 km)
  • Glasgow Park (11.1 mi / 17.9 km)
  • Kirkwood Soccer Complex (13.6 mi / 21.9 km)
  • Elk Neck State Park (14 mi / 22.5 km)
  • Woodland Beach (15.5 mi / 24.9 km)
  • University of Delaware Botanic Gardens (16 mi / 25.7 km)
How to get there

Traveling to and around Middletown

The nearest airport is in Philadelphia Intl. Airport (PHL), located 38.9 mi (62.6 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Millville, NJ (MIV-Millville Municipal), which is 34.8 mi (56.1 km) away.

What are the top vacation rentals in or near Middletown?

The heart wants what it wants, and right now that's to get away. It's time to pack your suitcase and zip off to one of these top vacation rentals in or near Middletown:

  • Make the most of handy amenities like games and a separate dining area at "The Buoy House, Beachfront Home On Secluded Prime Hook Beach". Situated around 50 miles from Middletown, this unique option has 2 bedrooms and is a hit with guests.
  • "Rehoboth Townhouse With Pool 3 Blocks To Beach - Next To Vrbo Listing #309410" is another top-notch choice, offering 2 bedrooms, a kitchen, a garden and more. It's around 60 miles from Middletown.

For even more great options, use the search bar at the top of the page to find the perfect Middletown vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Middletown?

If you need to get away from it all for a night or two, you'll have your pick of excellent weekend getaways in and around Middletown. Revive your spirit at one of these popular options:

  • Book a couple of nights or longer at "2 Bedroom Unit In Historic Building", around 12 miles to the south of Middletown, and you've got yourself the best kind of weekend break. You'll have natural attractions like Glasgow Park and Kirkwood Soccer Complex close by and conveniences like shopping and a nearby waterfront at your fingertips.
  • Another appealing option is "Outdoor Pool. Free Breakfast. Only 10 Min To University Of Delaware", which is around 16 miles north of Middletown. When you're not chilling in your rental making the most of a stovetop and a TV, check out Coventry Ridge Park and Auburn Valley State Park.

Can I find studio apartments for rent in and around Middletown?

Typically compact, affordable and conveniently located, it's not difficult to be impressed by a studio apartment. Settle into one of these options and experience the energy of Middletown up close:

  • Toss your bags down and put your feet up at "Oaxaca, A Private Room With Private Entrance". Amenities including a fridge and towels help make guests feel right at home here.
  • Another tempting option is "Gilpin Grand - Renovated Space In Trolley Square". Take advantage of WiFi, internet services and other conveniences during your getaway.

There are lots of sights around Middletown to add to your itinerary. Feed your inner culture fan and visit Biggs Museum of American Art and Second Street Players - Riverfront Theatre.

Can I find short term rentals in or near Middletown?

From time to time, you just need to escape from it all, even if it's only for two or three days. Enjoy the perfect combination of adventure and relaxation at one of these short-term rentals in or around Middletown:

  • If you're eager to be near the action, "Luxury Condo - Family - Friendly" has you covered. It's within reach of the center of Middletown and a convenient base to discover attractions like Harrington Raceway and Casino and Delaware State Fairgrounds.
  • Hop out of bed, enjoy a coffee and then start planning what to explore around "The Miller Farm Cottage". Killens Pond State Park and Second Street Players - Riverfront Theatre are must-do's if you choose to stay at this popular rental.

What are the best romantic weekend getaways in or near Middletown?

Forget about roses and chocolates. Sometimes all you need is a weekend away, just you and your beloved. At Vrbo, we've got romantic getaways in and around Middletown that would make Cupid envious. Here are some we think you'll fall in love with:

  • Located around 4 miles from Middletown, "Friendly, Quiet Community; Close To Many Activities" is the perfect place for starry-eyed couples. Beauty services and winery tours are some of the many amenities you'll find here.
  • "Relaxing Private Country Home - Netflix Wifi Coffee Included" is another popular option guaranteed to woo you. It's approximately 9 miles from Middletown and comes with air conditioning and a dining table.

What are the best large group vacation rentals in or near Middletown?

Big groups mean a whole lot of fun. They also mean finding someplace that'll effortlessly fit your entire crew. Browse our large group vacation rentals in or around Middletown and get everyone together under the same roof:

  • You'll have loads of space to spread out at "Spacious N Wilm 4 Bedroom With Bright". Around 25 miles north of Middletown, this impressive retreat has 4 bedrooms accommodating up to 12 guests. Amenities include a kitchen and a fireplace.
  • "Entire Two - Unit Four - Story Townhouse" is another terrific option. It's around 20 miles to the northeast of Middletown, has 3 bedrooms and welcomes up to 13 guests. A kitchen and an oven are among the things designed to make your visit even more comfortable.

What are the best houses for rent with a pool in or near Middletown?

A pool is often a must-have amenity when choosing where to spend your vacation, particularly if you're traveling with kids who are full of beans. Check out these houses with a pool in or near Middletown and fill your days with frolicking good fun:

  • Treat your loved ones to an unforgettable stay at "Renovated House, Close To Downtown Wilmington". There's a lot to love about this escape apart from its pool, such as a kitchen island and a DVD player.
  • Spend leisurely vacation days swimming or catching a few peaceful moments by the water at "Idyllic Carriage House Prvt 2 Car Garage W". This vacation home is also a firm favorite and features a separate dining area, a fridge and more.

Curious what the weather's like in Middletown? It has a humid subtropical climate, with average temperatures in summer ranging from 65 ºF to 85 ºF. If you'd like more inspiration on places to stay in this amazing destination, use the search bar at the top of the page and adjust the filters to check out our entire selection of Middletown vacation rentals.

What are the best large houses to rent with indoor pools in or near Middletown?

Nothing says fancy-schmancy like having an indoor pool. Pack your favorite swimsuit and go for a dip in the privacy of one of these spacious vacation homes in or near Middletown:

  • Settle into "100m From Ski Slopes, 5th Floor" and spend lazy days poolside. This sprawling getaway has 4 bedrooms sleeping up to 7 guests and a range of other excellent amenities. A swimming pool and ski-in/ski-out facilities are among them.
  • Another excellent option is "Luxury Resort Lewes Beach House 5 Br". With 5 bedrooms sleeping up to 12 people, you can invite all your friends to play, stay and swim. A garden and a swimming pool are other amenities you'll find here.

For even more options, use the search bar at the top of the page and adjust the filters to find the Middletown vacation rental that's perfect for your needs.

Are there vacation rentals with fire pits in or near Middletown?

Whether you're eager to share some wine beside the flames with your beau or simply stay toasty after sunset, Vrbo will help you find a vacation rental with a fire pit. Here are two of our favorite options in or near Middletown:

  • Sing, reconnect and laugh with friends and family around the fire pit at "Walking Distance To Firefly And Nascar Monster Mile At Dover Downs Speedway". This retreat comes with plenty of other top amenities, such as a firepit and a kitchen.
  • Stoke the embers and then savor the tranquil vibe at "Roomy 2 - Bedroom Work - Stay, Walking Distance To Downtown". This inviting escape also offers a kitchen and a firepit.