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Middletown, Delaware, United States of America
Photo by Michelle Gonzalez

Middletown vacation rentals

We found 51 vacation rentals — enter your dates for availability

Discover a selection of 51 vacation rentals in Middletown, DE 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 private pools. Prices start at $85 per night, and houses and condos are popular options for a stay in Middletown. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — Middletown

Historic & Quaint Room downtown Middletown, DE awaits you!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$89 avg/night

Uniquely Historic & Quaint Room in the center of downtown Middletown,DE

Sleeps 2 · 8 Bedrooms · 2 Bathrooms
$162 avg/night
(2)

Friendly, quiet community; close to many activities

Sleeps 3 · 2 Bedrooms
$85 avg/night

Luxury, secluded home.

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
$300 avg/night

Thousand Acre Farm Waterfront Sunset Suite

Sleeps 6 · 1 Bedroom · 1 Bathroom
$328 avg/night

Search 51 vacation rentals

Top rated rentals — Middletown
Stayed Oct 2021

Lots of fun!!

We had a great time..hope to do it again. We arrived at 4. The landscaper showed to mow the yard and there wasn't any firewood. I had a hard time getting a hold of the owner or manager till after we left . We loved the house and the property it was q...

Liz T.
Liz T.
Stayed Oct 2021

River retreat

We had a great time, atmosphere was more than you one could ask for if you were looking for a laid back relaxing time. Kim and Steve were in contact, with ideas and and suggestions for the area. The quiet spot by the river with the fire pit in the ev...

Jim M.
Jim M.
Stayed Oct 2021

Beautiful views and comfy accommodations within

We had an opportunity to spend 4 nights at this property this October with my wife, son, and parents (in their early 70's). We selected this property because there are very few steps to get in/out of the house and to either of the main floor bedrooms...

John H.
John H.

Myersville, Maryland

Stayed Sep 2021

Lots of space, lovely views

We had more than enough space for a group of 13 adults. The house exceeded our expectations. Many of us found ourselves sitting outside and enjoying the river view. Just for reference, we used the sofa bed in the office for one of our guests. Access ...

Melanie V.
Melanie V.
Stayed Sep 2021

A delightful experience to the start of our new tradition

We had a really nice time gathering as in-laws with our married kids. Elkton, MD is between our residences in PA and VA so it makes a good rendezvous point. We've agreed that this home is one of the nicest we have ever stayed in and we've enjoyed usi...

Kim L.
Kim L.
Stayed Sep 2021

Beautiful home

This is a very nice home with plenty of space inside for more people than you would think. It was in an area that needs work but they do have lots of trees around to hide the neighbors ugly messes. This shouldn't affect anyone's desire to stay, it's...

Gwen H.
Gwen H.
Stayed Sep 2021

Beautiful Setting

We were in the area for a weekend to attend a wedding. The house was great as was the setting. we at least got to enjoy a morning sitting down by the river and enjoying nature. It was a beautiful setting with the river. We got to meet Gene and Suzann...

Bill C.
Bill C.
Stayed Sep 2021

Nice Room and Suite

The room was nice and spacious, the suite was nicely kept and there are 3 other rooms in the suite, with 2 bathrooms. Andrea was gracious host, but check-in could had been better. Check-in info had not been sent prior to my arrival and I had trouble ...

Tamara C.
Tamara C.
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Destination guide

Take in the lush beauty of Middletown

Enjoy the area's festivals, churches and monuments and make a vacation rental your home during your stay in Middletown. This city's restaurants, cheese shops and forests draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities

Activities and attractions in Middletown

Are you hoping to find top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Middletown a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Frog Hollow Golf Club (1.2 mi / 1.9 km)
  • Back Creek Golf Club (4.2 mi / 6.8 km)
  • Tilmon's Island Winery (19 mi / 30.5 km)
  • Chisel Creek Golf Course (20.8 mi / 33.5 km)
  • Brandywine Zoo (22.8 mi / 36.7 km)
Natural features

Exploring the natural features in Middletown

Whether you're an adventurous traveler or just want to take in the scenery, Middletown is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Lums Pond State Park (7.9 mi / 12.6 km)
  • Glendale Park (12.4 mi / 19.9 km)
  • Kirkwood Soccer Complex (13.6 mi / 21.9 km)
  • Elk Neck State Park (14 mi / 22.5 km)
  • Supawna Meadows National Wildlife Refuge (15.2 mi / 24.5 km)
  • Lewis Park (15.5 mi / 24.9 km)
How to get there

Traveling to and around Middletown

The nearest airport is in Millville, NJ (MIV-Millville Municipal), located 34.8 mi (56.1 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Philadelphia, PA (PHL-Philadelphia Intl.), which is 38.9 mi (62.6 km) away.

How many vacation rentals are available around Middletown, DE?

Our 2021 property listings offer a large selection of 51 vacation rentals around Middletown. From 38 house rentals to 8 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Middletown?

Vrbo offers a large selection of vacation rentals near lovely places in Middletown. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Dutch Country Farmers Market: 120 vacation rentals
  • Back Creek Golf Club: 123 vacation rentals
  • Frog Hollow Golf Club: 118 vacation rentals
  • Your Creation Station: 117 vacation rentals
  • Frightland: 128 vacation rentals

But there are many other points of interest around Middletown listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Middletown?

Yes, of course. Vrbo has 38 Houses in Middletown. Our other popular types of vacation rentals in Middletown include:

  • Condos/Apartments: 8 rentals available
  • Cabins: 4 rentals available
  • Cottages: 4 rentals available

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

Can I find a vacation rental with pool in Middletown?

Yes, you can select your preferred vacation rental with pool among our 12 vacation rentals with pool available in Middletown. Please use our search bar to access the selection of vacation rentals available.