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Port Penn Vacation Rentals

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Our top choices for Port Penn vacation rentals

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, (28 reviews)
"This condo was in a great location and was very clean and nice. Easy access to the beach and local restaurants and shops. "
United States
Peter F.
The price is CA $161
CA $271 total
includes taxes & fees
Jun 17 - Jun 18
New Construction townhome close to everything downtown w/transparent pricing

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is CA $264
CA $330 total
includes taxes & fees
Jun 13 - Jun 14
Nature's Haven Tiny Home

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
The price is CA $264
CA $338 total
includes taxes & fees
Jun 29 - Jun 30
Tiny Home Tranquil Oasis

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (19 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
The price is CA $301
CA $502 total
includes taxes & fees
Jun 14 - Jun 15
Two-story condo in luxury townhouse. Free parking.

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, (22 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 $283
CA $478 total
includes taxes & fees
Jun 22 - Jun 23
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

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 $308
CA $386 total
includes taxes & fees
Jun 14 - Jun 15
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

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.
White Clay Creek Cottage

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 $279
CA $438 total
includes taxes & fees
Jun 13 - Jun 14
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

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

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is CA $384
CA $1,010 total
includes taxes & fees
Jun 13 - Jun 14
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

Sunset River Cottage

Sunset River Cottage
Elkton
8.6 out of 10, Excellent, (16 reviews)
"The property was just what we needed. Very quiet, laid back and the pier was great for fishing!"
United States
Ray D.
The price is CA $383
CA $622 total
includes taxes & fees
Jun 11 - Jun 12
Sunset River Cottage

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (9 reviews)
"Place was super nice, and beautiful. Owners very responsive. My only thing was not coffee maker so if you are a coffee drinker bring coffee pot lol. Other then that place it absolutely beautiful "
United States
vincent
The price is CA $352
CA $497 total
includes taxes & fees
Jun 15 - Jun 16
Elegant Family Stay • Quiet Neighborhood • Comfort

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 $772
CA $1,195 total
includes taxes & fees
Jun 23 - Jun 24
Entire two-unit four-story townhouse, for multi-family vacations; free parking

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 CA $151
CA $390 total
includes taxes & fees
Jun 11 - Jun 12
Historic Chesapeake City Stay

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 $220
CA $523 total
includes taxes & fees
Jun 11 - Jun 12
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

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 CA $188
CA $482 total
includes taxes & fees
Jun 16 - Jun 17
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

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 $151
CA $234 total
includes taxes & fees
Jul 7 - Jul 8
Entire place with private parking

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 $209
CA $263 total
includes taxes & fees
Jun 14 - Jun 15
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (43 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
The price is CA $98
CA $155 total
includes taxes & fees
Jun 25 - Jun 26
Country Get Away Studio Apartment

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 $163
CA $288 total
includes taxes & fees
Jun 24 - Jun 25
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
6.0 out of 10, (2 reviews)
"It’s located very much downtown Wilmington, expect the usual street noise. Being on the fourth floor w/o an elevator wasn’t really an issue for our three night stay. Yes, carrying luggage up four floors is not as easy as pressing a button and waiting on a lift - but once up and eventually down it was just fine."
United States
Kristi H.
The price is CA $151
CA $327 total
includes taxes & fees
Jun 11 - Jun 12
Modern Downtown 1BR | Free Garage Parking + Workspace
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?

Beachfront Sunsets on the Water at Oakwood 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Port Penn?

While exploring the area, visit family-friendly sights like Delaware Rock Gym, or get outside and enjoy nature at Battery Park. 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.