Photo by Michelle Gonzalez

Apartments in Middletown for Rent

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Apartments in Middletown

Cozy 2-bedroom apartment in Wilmington with AC , WiFi and Private Parking.
Interior

Cozy 2-bedroom apartment in Wilmington with AC , WiFi and Private Parking.

8.8 out of 10, Excellent, (5)
"Nice place! Bedrooms were huge and we enjoyed our stay! "
Cozy 2-bedroom apartment in Wilmington with AC , WiFi and Private Parking.
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
1 bedroom, bed sheets

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (9)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Pine Brook 1306 I Modern 2Br Oasis I Free Parking
Pool

Pine Brook 1306 I Modern 2Br Oasis I Free Parking

2.0 star property
Pine Brook 1306 I Modern 2Br Oasis I Free Parking
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Iron/ironing board, WiFi, bed sheets

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

2.0 star property
9.6 out of 10, Exceptional, (5)
"We loved the place! It’s adorable and well appointed with necessities. My only complaint (and the reason I gave four stars rather than five) is the bed. I would recommend the owners invest in an actual bed with a comfortable mattress. The sofa bed is not comfortable for sleeping. Otherwise it’s a great little place in a beautiful location, and the owners are very accommodating."
$152 nightly
The price is $161
Aug 7 - Aug 8
Total includes taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

9.8 out of 10, Exceptional, (45)
"This property was perfect for our trip. It was very clean, comfortable and feels like home. Description and photos on the website were accurate. The owners were very attentive and hospitable. This is definite a place I’ll return to."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

Guest Suite for up to 2 in a Victorian on the Chester River

10.0 out of 10, Exceptional, (16)
"The staff was great"
$111 nightly
The price is $118
Aug 12 - Aug 13
Total includes taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
The Loft on West
Smart TV

The Loft on West

10.0 out of 10, Exceptional, (4)
"My mother and I enjoyed our stay at the charming Woodstown rental. Spacious kitchen and super comfy living room couch. Rustic charm with modern touches. Great safety features, too - motion sensor lights on steps and in the kitchen, with high quality baby/pet gates. Being a pet friendly rental is also a plus. Located within walking distance to great eateries. "
The Loft on West
The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning
Dining

The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning

2.0 star property
8.0 out of 10, Very Good, (1)
"I'm local to Wilmington and stayed here with my husband while our bathroom was being renovated. The apartment is adorable and in a great location, Trolley Square. Walkable to restaurants and bars. Parking can be tough, but it's a safe neighborhood, so to park a block away isn't a problem. This would be a good place to stay for someone who needed to be in Wilmington for business (there's a desk in the living room, and the wifi seemed reliable) or a couple coming here for an event or to check out...
$288 nightly
The price is $314
Aug 20 - Aug 21
Total includes taxes and fees
The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning
Newark Rental Near University of Delaware!
Apartment (1 Bedroom) | Interior

Newark Rental Near University of Delaware!

3.0 star property
Newark Rental Near University of Delaware!
Newark Rental Near University of Delaware!
Fridge, microwave, stovetop, coffee/tea maker

Newark Rental Near University of Delaware!

8.4 out of 10, Very Good, (5)
"We loved this beautiful apartment in the country! It was very clean and modern. It had everything that we needed! The host is very friendly and helpful!We will stay there again!!!"
Newark Rental Near University of Delaware!
The Charming Hayloft & Nest
Fridge, microwave, stovetop, coffee/tea maker

The Charming Hayloft & Nest

10.0 out of 10, Exceptional, (1)
The Charming Hayloft & Nest
Cozy Corner: Relax on an Amish Equestrian Farm
Microwave, coffee/tea maker, cookware/dishes/utensils, dining tables

Cozy Corner: Relax on an Amish Equestrian Farm

Cozy Corner: Relax on an Amish Equestrian Farm
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Living area

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

10.0 out of 10, Exceptional, (2)
"We stayed for a night ahead of a local festival. While my husband and I had travel issues and got in super late, my in-laws really enjoyed the property. Very clean and convenient to everything. We will stay again. Thank you!"
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Cozy 2 Bdrm apt in Wilmington
Fridge, microwave, oven, stovetop

Cozy 2 Bdrm apt in Wilmington

Cozy 2 Bdrm apt in Wilmington
Gilpin Grand - Renovated Space In Trolley Square 1 Bedroom Apts by RedAwning
Apartment, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker

Gilpin Grand - Renovated Space In Trolley Square 1 Bedroom Apts by RedAwning

3.0 star property
$262 nightly
The price is $273
Aug 21 - Aug 22
Total includes taxes and fees
Gilpin Grand - Renovated Space In Trolley Square 1 Bedroom Apts by RedAwning
Trolley Teacup Charming Cozy Studio by RedAwning
1 bedroom, WiFi, bed sheets

Trolley Teacup Charming Cozy Studio by RedAwning

6.0 out of 10, (1)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
$247 nightly
The price is $269
Aug 7 - Aug 8
Total includes taxes and fees
Trolley Teacup Charming Cozy Studio by RedAwning
Cozy 1-bedroom apartment in nice New Castle with WiFi, AC
Fridge, microwave, oven, stovetop

Cozy 1-bedroom apartment in nice New Castle with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"Tucked away but close to everything that is Historic New Castle. A perfect little stop if you are touring this part of our country. Food, shops, historic buildings all within a few blocks. Protestant and Catholic Churches just a few blocks walk if you are staying over Sunday. Try The Mercury Cafe & Teahouse. Cozy and great food/coffee/tea. Check out Jessop’s Tavern for food and a huge selection of beers."
Cozy 1-bedroom apartment in nice New Castle with WiFi, AC
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Apartment, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

3.0 star property
$315 nightly
The price is $329
Aug 7 - Aug 8
Total includes taxes and fees
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Fridge, microwave, oven, stovetop

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
9.0 out of 10, Wonderful, (2)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Apartment, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

3.0 star property
6.0 out of 10, (1)
"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...
$245 nightly
The price is $256
Aug 7 - Aug 8
Total includes taxes and fees
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

DoubleTree by Hilton Downtown Wilmington - Legal District

DoubleTree by Hilton Downtown Wilmington - Legal District

10/10 Excellent
"The manager was really helpful "
Arreal 2-night trip
Posted 19 hours ago
DoubleTree by Hilton Downtown Wilmington - Legal District