Apartments in Port Penn for Rent

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Port Penn apartments

Property grounds
Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
$105 nightly
The price is $111
Dec 17 - Dec 18
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
Dining
The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning

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

The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning
2.0 star property
Trolley Square
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...
United States
Bridget E.
$281 nightly
The price is $305
Dec 11 - Dec 12
Total with taxes and fees
The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning
Fridge, microwave, oven, stovetop
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (13)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$170 nightly
The price is $174
Dec 11 - Dec 12
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Fridge, microwave, oven, stovetop
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

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

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"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 "
United States
Wayne
$316 nightly
The price is $335
Dec 11 - Dec 12
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Fridge, microwave, oven, stovetop
Cozy loft above ink shop

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.6 out of 10, Exceptional, (5)
$103 nightly
The price is $107
Dec 24 - Dec 25
Total with taxes and fees
Cozy loft above ink shop
Apartment, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
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...
United States
Clifford
$266 nightly
The price is $280
Dec 14 - Dec 15
Total with taxes and fees
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Terrace/patio
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
2.0 star property
Newark
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
United States
Erik H.
$270 nightly
The price is $270
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Fridge, microwave, oven, stovetop
Designer remodeled Apt~Close to hospitals & dining~Suited for short or long stay

Designer remodeled Apt~Close to hospitals & dining~Suited for short or long stay

Designer remodeled Apt~Close to hospitals & dining~Suited for short or long stay
2.0 star property
Downtown Wilmington
Designer remodeled Apt~Close to hospitals & dining~Suited for short or long stay
Fridge, microwave, oven, dishwasher
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
2.0 star property
Trolley Square
8.0 out of 10, Very Good, (3)
"This unit is very much as depicted in photos on VRBO site. The neighborhood is interesting and feels safe, and the unit itself is very authentic to residential multi units built, I'm guessing, about 100 years ago. We recommend this place. "
United States
Thomas D.
$333 nightly
The price is $362
Dec 11 - Dec 12
Total with taxes and fees
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
1 bedroom, WiFi, bed sheets
Trolley Teacup Charming Cozy Studio by RedAwning

Trolley Teacup Charming Cozy Studio by RedAwning

Trolley Teacup Charming Cozy Studio by RedAwning
Trolley Square
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 ... "
United States
James S.
$259 nightly
The price is $281
Dec 11 - Dec 12
Total with taxes and fees
Trolley Teacup Charming Cozy Studio by RedAwning
Exterior detail
Luxury Condo + Free Garage Parking 402

Luxury Condo + Free Garage Parking 402

Luxury Condo + Free Garage Parking 402
Downtown Wilmington
4.0 out of 10, (1)
"Here is the note I sent to the owner after I left. It never received a response.-My stay in the unit was not what I had expected. Upon arriving 6 hours later than expected due to a delayed flight, I walked into the apartment to find it smelled horrible. Dirty water had been left in the bottom of the dishwasher (still is) and had started to grow fungus and mold. There was no dishwasher soap in the unit so I ran it on sanitize to do what I could to make the smell go away. I'm very grateful the...
United States
Troy D.
$205 nightly
The price is $209
Dec 16 - Dec 17
Total with taxes and fees
Luxury Condo + Free Garage Parking 402
Apartment, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

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

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
$344 nightly
The price is $362
Dec 11 - Dec 12
Total with taxes and fees
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Apartment, 1 Bedroom | Living area
The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
6.0 out of 10, (1)
$289 nightly
The price is $304
Dec 15 - Dec 16
Total with taxes and fees
The Loft At Gilpin Placeking Bedtrolley Square! 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.
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Top Port Penn Hotel Reviews

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

10/10 Excellent
"Clean and comfortable. Great value and excellent breakfast included "
Sebastian 1-night trip
Posted 23 hours ago
Hampton Inn & Suites Wilmington Christiana

Find out more about Port Penn

Port Penn Apartments information

Number of reviews
67
Accommodation
141 Apartments
Lowest Price
$107
Highest Price
$362

Frequently asked questions

What's it like to stay at an apartment in Port Penn?
You'll find 12 lodging choices in Middletown, though not as many apartments. We can help you find accommodations that are similar to apartments.
How do you know if an apartment is a good option for you?
Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families wanting the conveniences of home.
What's a favorite apartment for a stay in Port Penn?
Below is a top apartment in the area to consider: Newark Rental Near University of Delaware!: Located 17.3 mi/27.9 km away in Newark. Amenities include fireplaces. Access to free parking is available on site.
What can I expect from the weather during my trip to Port Penn?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Port Penn. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Port Penn is 51 inches.
What should I see in Port Penn?
Explore the area and family-friendly sights such as Frightland, or get out into nature at a spot like Chespeake & Delaware Branch Canal. In the larger area, you'll find Fort DuPont State Park and Fort Delaware State Park.
What's the best way to get to and around Port Penn?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Millville, NJ (MIV-Millville Municipal), which is located 28.7 mi (46.2 km) away from the city center. Otherwise, you can search for flights to Philadelphia Intl. Airport (PHL), which is 30.7 mi (49.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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