Pennsville Holiday Rentals

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Our top choices for Pennsville holiday rentals

The price is HK$1,555
HK$2,388 total
includes taxes & fees
22 Jan - 23 Jan 2026
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
The price is HK$544
HK$865 total
includes taxes & fees
15 Jan - 16 Jan 2026
Country Get Away 1 Bedroom Apartment
2.0 star property
8.0 out of 10, Very good, (3)
"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 HK$822
HK$2,814 total
includes taxes & fees
30 Dec - 31 Dec
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
10.0 out of 10, Exceptional, (11)
"Loved the property, had everything we needed and more.Plush towels, comfortable bed, wonderful environment filled with really cool art. "
United States
Valerie H.
The price is HK$654
HK$1,163 total
includes taxes & fees
27 Dec - 28 Dec
Welcome to the Mushroom Capital of the World!

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20)
"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 HK$630
HK$1,920 total
includes taxes & fees
29 Dec - 30 Dec
Historic Chesapeake City Stay

Apartment in Bear

Cozy loft above ink shop
9.6 out of 10, Exceptional, (5)
"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 HK$715
HK$903 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy loft above ink shop
8.6 out of 10, Excellent, (16)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is HK$770
HK$1,364 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
10.0 out of 10, Exceptional, (4)
"Enjoyed our stay."
United States
Erik H.
The price is HK$1,201
HK$2,267 total
includes taxes & fees
14 Jan - 15 Jan 2026
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
The price is HK$1,011
HK$1,562 total
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Private Suite in the heart of Brandywine Valley
9.6 out of 10, Exceptional, (23)
"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."
United States
Peter F.
The price is HK$1,113
HK$1,591 total
includes taxes & fees
4 Jan - 5 Jan 2026
New Construction townhome close to everything downtown w/transparent pricing
9.4 out of 10, Exceptional, (3)
"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 HK$1,400
HK$2,605 total
includes taxes & fees
26 Dec - 27 Dec
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is HK$671
HK$1,302 total
includes taxes & fees
26 Dec - 27 Dec
Summer Rustic Camping with AC and King Bed
9.8 out of 10, Exceptional, (8)
"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 HK$1,400
HK$2,777 total
includes taxes & fees
4 Jan - 5 Jan 2026
Amazing Modern house with a full kitchen and parking
6.0 out of 10, (1)
"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 HK$631
HK$2,178 total
includes taxes & fees
28 Dec - 29 Dec
Trolley Teacup Charming Cozy Studio by RedAwning
3.0 star property
The price is HK$1,423
HK$2,406 total
includes taxes & fees
29 Dec - 30 Dec
Walkable Neighborhood: Updated Morton Home!

Holiday Home in Wilmington

A Cool Place to Stay in Wilmington DE
The price is HK$816
HK$1,203 total
includes taxes & fees
18 Jan - 19 Jan 2026
A Cool Place to Stay in Wilmington DE
8.0 out of 10, Very good, (15)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is HK$1,050
HK$3,752 total
includes taxes & fees
2 Jan - 3 Jan 2026
Kennett Square, Near Longwood Gardens & Downtown
The price is HK$1,565
HK$1,963 total
includes taxes & fees
28 Dec - 29 Dec
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
The price is HK$2,333
HK$3,861 total
includes taxes & fees
27 Dec - 28 Dec
Charming 2-bedroom cabin with AC, WiFi in adorable Pittsgrove
10.0 out of 10, Exceptional, (67)
"Comfortable, cozy. Great host. Completely as advertised. Thank you!"
United States
Matthew W.
The price is HK$1,555
HK$2,670 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Spring House in Gorgeous Chadds Ford!
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 Pennsville Hotel Reviews

Find out more about Pennsville

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

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

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

Frequently asked questions

Can I find holiday rentals in Pennsville?

Yes, there are holiday rentals close to the most popular sights in Pennsville, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Pennsville has a good selection of restaurants. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Pennsville has to offer?

The Lodge at Cricklewood...where time melts away....: This holiday home rental outside of Pennsville is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Pennsville?

Expedia has 3 holiday rentals for your stay in Pennsville.

What’s there to see and do in Pennsville?

Supawna Meadows National Wildlife Refuge and Salem River Wildlife Management Area are a couple of scenic spots to enjoy the outdoors, whereas Pennsville Historical Society & Museum is one of the cultural attractions. Pennsville Township Municipal Building and Fort Mott State Park are other places to visit while you're in town.

What’s a holiday rental in Pennsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pennsville. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.