Port Penn Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Port Penn vacation rentals

Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
The price is ￥11,112
￥17,668 total
includes taxes & fees
May 25 - May 26
Country Get Away Studio Apartment
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (21 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is ￥17,144
￥44,254 total
includes taxes & fees
May 18 - May 19
Historic Chesapeake City Stay
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.
Wilmington
8.8 out of 10, Excellent, (21 reviews)
"Great stay place was very clean very welcoming "
United States
Destiny J.
The price is ￥17,461
￥29,835 total
includes taxes & fees
May 18 - May 19
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
1 bedroom, desk, WiFi, bed sheets

White Clay Creek Cottage

White Clay Creek Cottage
Newark
10.0 out of 10, Exceptional, (7 reviews)
"We needed a somewhat local place to stay while my house was sold before moving into the new house a few days later. This was the perfect spot for us. the home was nicely equipped for us and allowed our small dog to visit too. "
United States
tracy g.
The price is ￥15,715
￥31,113 total
includes taxes & fees
May 18 - May 19
White Clay Creek Cottage
Dining

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is ￥30,716
￥51,624 total
includes taxes & fees
May 20 - May 21
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Property grounds

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (27 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is ￥17,858
￥34,376 total
includes taxes & fees
May 19 - May 20
New Construction townhome close to everything downtown w/transparent pricing
Smart TV

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is ￥21,430
￥53,508 total
includes taxes & fees
May 18 - May 19
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Terrace/patio

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is ￥30,002
￥37,068 total
includes taxes & fees
May 18 - May 19
Nature's Haven Tiny Home
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is ￥30,002
￥37,861 total
includes taxes & fees
May 18 - May 19
Tiny Home Tranquil Oasis
Property grounds

Entire place with private parking

Entire place with private parking
Hilltop
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is ￥15,239
￥24,655 total
includes taxes & fees
May 18 - May 19
Entire place with private parking
Fridge, microwave, oven, stovetop

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (18 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
The price is ￥34,288
￥56,626 total
includes taxes & fees
May 18 - May 19
Two-story condo in luxury townhouse. Free parking.
TV

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
The price is ￥17,144
￥27,440 total
includes taxes & fees
May 18 - May 19
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Interior

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
The price is ￥31,748
￥49,536 total
includes taxes & fees
May 18 - May 19
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Outdoor dining

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is ￥23,552
￥29,635 total
includes taxes & fees
May 31 - Jun 1
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Terrace/patio

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

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is ￥31,202
￥65,649 total
includes taxes & fees
Jun 2 - Jun 3
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Exterior

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (7 reviews)
The price is ￥40,002
￥56,247 total
includes taxes & fees
May 31 - Jun 1
Elegant Family Stay • Quiet Neighborhood • Comfort
Living area

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is ￥43,654
￥114,903 total
includes taxes & fees
May 18 - May 19
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Exterior detail

Modern Downtown Haven + Free Garage Parking

Modern Downtown Haven + Free Garage Parking
Downtown Wilmington
4.0 out of 10, (1 review)
"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.
The price is ￥17,004
￥37,661 total
includes taxes & fees
May 18 - May 19
Modern Downtown Haven + Free Garage Parking
Fridge, microwave, oven, stovetop

Entire two-unit four-story townhouse, for multi-family vacations; free parking

Entire two-unit four-story townhouse, for multi-family vacations; free parking
Downtown Wilmington
9.6 out of 10, Exceptional, (11 reviews)
"Good place to stay, well kept, spacious and updated. "
United States
Kevin L.
The price is ￥87,863
￥134,995 total
includes taxes & fees
May 18 - May 19
Entire two-unit four-story townhouse, for multi-family vacations; free parking
Interior

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
The price is ￥21,287
￥35,737 total
includes taxes & fees
May 19 - May 20
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port Penn Hotel Reviews

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

10/10 Excellent
"I recommend this hotel. Nice area. Very clean. Friendly. Nice breakfast."
jack 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Newark - Elkton

Find out more about Port Penn

Search for holiday rentals in Port Penn on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Penn using one of the methods below:

  • View our selection of featured holiday rentals in Port Penn
  • Use the map to find apartments and other holiday homes in the Port Penn neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Penn while they last

Look no further and take a look at our great range of rental properties in Port Penn!

Frequently asked questions

Can I find a vacation rental in Port Penn?

Yes, we give you a choice of vacation rentals close to top sights in Port Penn, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Port Penn?

Chesapeake Bay House with Dock & Private Beach: Visitors like this Port Penn vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Port Penn?

While exploring the area, visit family-friendly sights like Bowlerama, or get outside and enjoy nature at Kirkwood Soccer Complex. Branch Canal and Fort Delaware State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Port Penn?

Vacation rentals are private accommodations you can stay in for a couple days or more in Port Penn. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.