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Port Penn Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Port Penn vacation rentals

A wooden cabin with a porch, surrounded by dense forest.

1. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is AED 257
AED 409 total
includes taxes & fees
26 Oct - 27 Oct
Country Get Away Studio Apartment
A riverside dock with boats, a covered seating area, and a bridge in the background.

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (30 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is AED 397
AED 1,024 total
includes taxes & fees
4 Oct - 5 Oct
Historic Chesapeake City Stay
A covered deck area with a grill and outdoor seating.

3. 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 AED 694
AED 850 total
includes taxes & fees
30 Oct - 31 Oct
Nature's Haven Tiny Home
Terrace/patio

4. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is AED 694
AED 883 total
includes taxes & fees
4 Oct - 5 Oct
Tiny Home Tranquil Oasis
A two-story residential building with a stone facade, a large front lawn, and a driveway.

5. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is AED 926
AED 1,305 total
includes taxes & fees
4 Oct - 5 Oct
Elegant Family Stay • Quiet Neighborhood • Comfort
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

6. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.2 out of 10, Very good, (21 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is AED 658
AED 1,510 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A beach with a water tower, beach umbrellas, and a hotel in the background.

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is AED 587
AED 732 total
includes taxes & fees
4 Oct - 5 Oct
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

8. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (6 reviews)
"My boyfriend and I had a fantastic night on the yacht. We arrived right on time and found the AC and the lights on and ready for our arrival. I sunbathed on the front of the yacht and danced on the back after dinner at Grain H2O. The restaurant is located at the top of the hill on the marina . There was a band and we could hear the music from the boat. The marina was clean and everyone is friendly. At night it was very peaceful and easy to fall asleep. The morning we enjoyed our last couple of...
United States
Karen
The price is AED 918
AED 1,092 total
includes taxes & fees
4 Oct - 5 Oct
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A garden with a fountain, surrounded by lush greenery and flowering plants.

9. 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, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is AED 463
AED 752 total
includes taxes & fees
5 Oct - 6 Oct
New Construction townhome close to everything downtown w/transparent pricing
A kitchen with wooden cabinets, a microwave, a stove, and a coffee maker.

10. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Chesapeake City
10.0 out of 10, Exceptional, (2 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

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

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is AED 555
AED 1,330 total
includes taxes & fees
27 Oct - 28 Oct
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

12. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
The price is AED 585
AED 729 total
includes taxes & fees
19 Oct - 20 Oct
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

13. 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
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is AED 569
AED 1,339 total
includes taxes & fees
13 Oct - 14 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A grand building with a red entrance door, columns, and a sign reading 'The Grand Opera House.'

14. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
9.0 out of 10, Wonderful, (2 reviews)
"There was leak from upstairs the day before but they had cleaned it all up except for a really sticky floor. Traffic was load but a great location. Tricky getting the garage pass with no parking in front. I recommend indications for pulling around the corner and running in for the parking pass."
United States
Jon N.
The price is AED 397
AED 635 total
includes taxes & fees
18 Oct - 19 Oct
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A storefront with a 'WARNER' sign, large windows, and outdoor seating.

15. Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
7.4 out of 10, Good, (3 reviews)
"We were in town for a wedding at Hotel DuPont. The proximity to the hotel was amazing! The apartment was cozy and clean. Felt very safe and loved that you needed a code just to enter the main door at the entrance to the building. The host was great and responded quickly to any questions. Having free parking was also a huge plus!! Definitely recommend and would stay again if ever in town."
United States
Aileen R.
The price is AED 435
AED 896 total
includes taxes & fees
2 Nov - 3 Nov
Modern Downtown 1BR | Free Garage Parking + Workspace
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

16. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.2 out of 10, Wonderful, (9 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
The price is AED 760
AED 1,525 total
includes taxes & fees
4 Oct - 5 Oct
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

17. 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
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay , comfortable and very warm welcoming"
United States
Shyaniece S.
The price is AED 514
AED 853 total
includes taxes & fees
18 Oct - 19 Oct
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
A beach with a water tower, beach umbrellas, and a hotel in the background.

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

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
10.0 out of 10, Exceptional, (1 review)
"Clean rooms close to all things we needed breakfast was good and plentiful wish the afternoon buffet was available would use this place again"
United States
Susan H.
The price is AED 918
AED 1,147 total
includes taxes & fees
4 Oct - 5 Oct
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
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19. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (14 reviews)
"This is our 3rd year in a row renting Jessica’s property. We truly enjoyed our stay. Highly recommend staying here. Beautiful backyard looking out to the bay! It has been a highlight staying here visiting for UD graduations. We hope to be back!"
United States
Natasha G.
The price is AED 1,041
AED 1,664 total
includes taxes & fees
4 Oct - 5 Oct
Sunset River Shack -amazing waterfront view
A beach with a water tower, beach umbrellas, and a hotel in the background.

20. Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
The price is AED 957
AED 1,195 total
includes taxes & fees
4 Oct - 5 Oct
Perfect for Groups! | Pool + Gym + Free Breakfast
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

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"It was clean ,peaceful and quiet. Good food. Great staff"
Sam 1-night trip
Posted 2 hours ago
Embassy Suites by Hilton Newark Wilmington South

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?

Sunset River Cottage: Visitors like this Port Penn vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Port Penn?

While exploring the area, visit family-friendly sights like Frightland, or get outside and enjoy nature at Dragon Run Park. Fort DuPont State Park 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.