Port Penn Vacation Rentals

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Our top choices for Port Penn vacation rentals

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"This place is out in the country, but a short distance to lots of places we wanted to see, shop at, visit."
United States
Richard
The price is CA $96
CA $152 total
includes taxes & fees
May 6 - May 7
Country Get Away Studio Apartment

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 CA $131
CA $212 total
includes taxes & fees
Apr 26 - Apr 27
Entire place with private parking

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 CA $135
CA $238 total
includes taxes & fees
Apr 28 - Apr 29
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (10 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is CA $148
CA $367 total
includes taxes & fees
Apr 27 - Apr 28
Amazing Modern house with a full kitchen and parking

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
The price is CA $148
CA $236 total
includes taxes & fees
Apr 26 - Apr 27
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is CA $258
CA $329 total
includes taxes & fees
Apr 26 - Apr 27
Tiny Home Tranquil Oasis

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is CA $148
CA $384 total
includes taxes & fees
Apr 26 - Apr 27
Historic Chesapeake City Stay

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (25 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is CA $175
CA $364 total
includes taxes & fees
Apr 26 - Apr 27
New Construction townhome close to everything downtown w/transparent pricing

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is CA $199
CA $248 total
includes taxes & fees
Apr 29 - Apr 30
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

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

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is CA $376
CA $989 total
includes taxes & fees
Apr 26 - Apr 27
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

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 CA $141
CA $318 total
includes taxes & fees
Apr 27 - Apr 28
Modern Downtown Haven + Free Garage Parking

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 CA $273
CA $429 total
includes taxes & fees
Apr 26 - Apr 27
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

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 CA $295
CA $489 total
includes taxes & fees
Apr 26 - Apr 27
Two-story condo in luxury townhouse. Free parking.

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 CA $258
CA $321 total
includes taxes & fees
Apr 26 - Apr 27
Nature's Haven Tiny Home

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 CA $757
CA $1,171 total
includes taxes & fees
Apr 27 - Apr 28
Entire two-unit four-story townhouse, for multi-family vacations; free parking

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (4 reviews)
"Here for tournament at stats. Great safe location. Very comfortable "
United States
Joel H.
The price is CA $344
CA $486 total
includes taxes & fees
Apr 28 - Apr 29
Elegant Family Stay • Quiet Neighborhood • Comfort

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 CA $192
CA $483 total
includes taxes & fees
Apr 26 - Apr 27
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
The price is CA $299
CA $373 total
includes taxes & fees
Apr 26 - Apr 27
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

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 CA $294
CA $490 total
includes taxes & fees
May 25 - May 26
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

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 CA $196
CA $325 total
includes taxes & fees
May 7 - May 8
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.
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Top Port Penn Hotel Reviews

Find out more about Port Penn

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port Penn. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Wilmington Manor Gardens Park, or get outside and enjoy nature at Kirkwood Soccer Complex. Fort Delaware State Park and Lums Pond 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.