Port Penn Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Port Penn vacation rentals

Exterior

Apartment in Elkton

Country Get Away 1 Bedroom Apartment
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
The price is ￥10,678
￥16,978 total
includes taxes & fees
Feb 4 - Feb 5
Country Get Away 1 Bedroom Apartment
Fridge, microwave, oven, stovetop

Apartment in Wilmington

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
8.8 out of 10, Excellent, (19 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is ￥15,101
￥26,612 total
includes taxes & fees
Jan 31 - Feb 1
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Dining

Vacation Home in Newark

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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 ￥29,516
￥50,827 total
includes taxes & fees
Jan 29 - Jan 30
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Marina

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20 reviews)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
The price is ￥16,474
￥42,525 total
includes taxes & fees
Jan 29 - Jan 30
Historic Chesapeake City Stay
Terrace/patio

Vacation Home in Smyrna

Amazing Modern house with a full kitchen and parking
9.2 out of 10, Wonderful, (9 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 ￥27,457
￥54,472 total
includes taxes & fees
Jan 29 - Jan 30
Amazing Modern house with a full kitchen and parking
Interior

Vacation Home in Elkton

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is ￥20,593
￥41,232 total
includes taxes & fees
Jan 29 - Jan 30
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Property grounds

Vacation Home in Hilltop

New Construction townhome close to everything downtown w/transparent pricing
9.6 out of 10, Exceptional, (23 reviews)
"This home was perfect! It was beautifully maintained, large rooms and equipped with everything needed during our our stay. Lisa was responsive, attentive and available for all of our questions and requests. We would definitely return to this property if we are in the Wilmington area. "
United States
Lori A.
The price is ￥18,305
￥26,756 total
includes taxes & fees
Feb 3 - Feb 4
New Construction townhome close to everything downtown w/transparent pricing
TV, fireplace

Apartment in Trolley Square

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
8.0 out of 10, Very Good, (3 reviews)
"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.
The price is ￥16,258
￥57,796 total
includes taxes & fees
Feb 9 - Feb 10
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
Interior

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (7 reviews)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
The price is ￥12,630
￥16,250 total
includes taxes & fees
Jan 29 - Jan 30
Cozy loft above ink shop
Outdoor dining

Condo in Newark

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
The price is ￥28,645
￥35,964 total
includes taxes & fees
Feb 4 - Feb 5
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Fridge, microwave, oven, stovetop

Condo in Downtown Wilmington

Two-story condo in luxury townhouse. Free parking.
9.6 out of 10, Exceptional, (17 reviews)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
The price is ￥32,949
￥54,872 total
includes taxes & fees
Feb 1 - Feb 2
Two-story condo in luxury townhouse. Free parking.
1 bedroom, WiFi, bed sheets

Apartment in Trolley Square

Trolley Teacup Charming Cozy Studio by RedAwning
6.0 out of 10, (1 review)
"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.
The price is ￥12,504
￥44,858 total
includes taxes & fees
Jan 29 - Jan 30
Trolley Teacup Charming Cozy Studio by RedAwning
Property grounds

Apartment in Hilltop

Entire place with private parking
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 ￥13,424
￥22,418 total
includes taxes & fees
Feb 4 - Feb 5
Entire place with private parking
Smart TV, foosball, books

Apartment in Chesapeake City

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
9.4 out of 10, Exceptional, (3 reviews)
"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
The price is ￥27,457
￥51,095 total
includes taxes & fees
Jan 29 - Jan 30
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Fridge, microwave, oven, stovetop

Vacation Home in Elkton

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is ￥20,593
￥51,903 total
includes taxes & fees
Jan 31 - Feb 1
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Terrace/patio

Apartment in Newark

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is ￥21,087
￥53,731 total
includes taxes & fees
Feb 1 - Feb 2
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Interior

Vacation Home in Smyrna

JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is ￥61,016
￥89,846 total
includes taxes & fees
Feb 4 - Feb 5
JVA LUXURY HOUSING
Smart TV

Vacation Home in Middletown

Spacious 4-bedroom house with backyard oasis
9.0 out of 10, Wonderful, (2 reviews)
"We had a nice stay at this gorgeous house! Very comfortable and nicely appointed."
United States
Jordan K.
The price is ￥30,889
￥169,318 total
includes taxes & fees
Feb 8 - Feb 9
Spacious 4-bedroom house with backyard oasis
Interior

Vacation Home in Pennsville Township

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
The price is ￥30,508
￥48,059 total
includes taxes & fees
Jan 29 - Jan 30
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Exterior

Vacation Home in New Castle

Elegant Family Stay • Quiet Neighborhood • Comfort
The price is ￥34,657
￥41,250 total
includes taxes & fees
Jan 29 - Jan 30
Elegant Family Stay • Quiet Neighborhood • Comfort
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

Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

10/10 Excellent
"Enjoyed my stay Will stay again "
Claudia 1-night trip
Posted 1 day ago
Sonesta ES Suites Wilmington - Newark

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:

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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 Chespeake & Delaware Branch Canal. Fort Delaware State Park and Historic Houses of Odessa 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.