Pennsville Holiday Rentals

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Holiday Rentals in Pennsville

Historic Chesapeake City Stay
8.0 out of 10, Very good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is NZ$390
per night
13 Jun - 14 Jun
Historic Chesapeake City Stay
NEW! Comfy 1B/1B w/ Parking Spot!
9.8 out of 10, Exceptional, (8)
"Loved the cottage and loved the area. Will be returning to this cottage for more Phillies games from our home in North Carolina."
The price is NZ$300
per night
25 Jun - 26 Jun
NEW! Comfy 1B/1B w/ Parking Spot!
Historic Cottage in West Chester PA - Two miles from town.
10.0 out of 10, Exceptional, (54)
"This was a cozy and lovingly appointed place to stay. It was convenient to many attractions as well as great restaurants in West Chester. The owners were warm and welcoming."
Historic Cottage in West Chester PA - Two miles from town.
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Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (44)
"My friends and I stayed here for a girl's weekend. It was really a perfect stay. The location is great for walking to shops and restaurants. The house is so cute and beautifully decorated. There were so many little details that made us feel we were somewhere special--the kitchen had coffee, tea, and snacks set out for us. The bathroom had nice toiletries and we had plenty of towels for our group of five. The backyard patio looked very cozy and is set up for relaxing in privacy. We loved it!"
The price is NZ$501
per night
6 Jun - 7 Jun
Homey Retreat in Historic Kennett Square!!
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (56)
"14 of us stayed here for a secluded bachelorette weekend in nature and it was truly a dream come true. The home is beautiful and comfortable for a large group, it didn’t even matter that it rained the entire time! We even canceled some of our day plans to stay and enjoy the house. The only minor down side was the water heater struggled keeping up with 14 woman’s daily hygiene needs. Overall, everything was so wonderful and Eric was very pleasant and accommodating. If you stay here you will never...
The Lodge at Cricklewood...where time melts away....
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (154)
"The property was beautiful and just as described. The property managers were quick to respond and very helpful. We truly enjoyed our stay."
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Entire place with private parking
7.8 out of 10, Good, (6)
"Overall great location, space and with secure parking."
The price is NZ$242
per night
11 Jun - 12 Jun
Entire place with private parking
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (88)
"We always look forward to our stay at "Betsys Place"! Very clean, super comfy beds and lovely spacious backyard to relax in! Well appointed kitchen. Very quiet street, we always rest well here and enjoy our stay. Very close proximity to Fair Hill Natural Resource Area trailheads and stables."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Hidden Gem! - Downtown
2.0 out of 10, (2)
"Small AC that would not cool the upstairs, where bedrooms are. Receptacles were hazardous. Check the street view on Google Maps."
Hidden Gem! - Downtown
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, (7)
"We couldn't have had a more positive experience! The apartment was extremely well equipped with lots of little extras and spotlessly clean. Very comfortable. The neighborhood is very enjoyable, good restaurants, galleries, shops, and an awesome little ice cream place across the street. An easy drive to Longwood Gardens, Brandywine Museum and other interesting places. Our hosts were fabulous. One evening a smoke detector battery ran low and started beeping and they were here in minutes to replace...
The price is NZ$583
per night
17 Jun - 18 Jun
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (3)
"A wonderful place for all 6 of us adults to stay for a fun filled weekend for a family wedding. Beautifully done, well appointed house with an awesome view! It borders the canal trail, a five minute walk to the bike rental, and a great place (Schaffer’s) for dinner and entertainment. Our hostess was prompt, available at just a text message away. I will seriously plan to book again if I return. Nothing in this house was left undone and there was nothing that we needed that we didn’t have. Thanks...
Chesapeake City Overlook: Breathtaking View!
Wilmington Comfort 4 Min to Riverfront fenced yard
9.4 out of 10, Exceptional, (15)
"La'Tonia was very friendly and communicative throughout our stay! Her place was as advertised and clean. It was perfect for our dogs with the fenced in yard and there was a big park down the street for walks."
Wilmington Comfort 4 Min to Riverfront fenced yard
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, (5)
"The home was very clean and smelled nice. Neighbors are very friendly as well!"
The price is NZ$559
per night
11 Jun - 12 Jun
Private townhouse near downtown and state park
Two-story condo in luxury townhouse. Free parking.
9.8 out of 10, Exceptional, (8)
"The property was beautiful and the host was helpful"
The price is NZ$607
per night
18 Jun - 19 Jun
Two-story condo in luxury townhouse. Free parking.
Luxe Modern Townhome Near Downtown Wilmington!
10.0 out of 10, Exceptional, (11)
"My daughter was graduating from university of Delaware so we rented this place in Wilmington. Pretty easy drive back-and-forth from Newark to Wilmington. The place was clean and comfortable and plenty of room for our five-person family. The kitchen was very nice and easy to use as well. The only issue was no patio furniture in the back deck area."
Luxe Modern Townhome Near Downtown Wilmington!
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
8.0 out of 10, Very good, (6)
"Beautiful house! Large house with plenty of room for everyone! Great deck and basement area. Property Manager was accomodating and professional. Would definitely stay again!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Historic Kennett Square
9.4 out of 10, Exceptional, (36)
"House was very nice. Close to Longwood and busy noisy road. I had trouble getting information because I did not download VRBO APP, also had trouble with door lock, instructions for door lock did not match the lock on the door. Owner was available and helpful. Beds are very comfortable. Nice place"
Historic Kennett Square
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, (11)
"We had a great time here. House is beautiful and was very peaceful to be right on the lake!"
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Gilpin Grand - Renovated space in Trolley Square
8.0 out of 10, Very good, (2)
"Good price and location."
The price is NZ$521
per night
9 Jun - 10 Jun
Gilpin Grand - Renovated space in Trolley Square
Sunset River Cottage encapsulates nautical romance.
9.6 out of 10, Exceptional, (5)
"We had an amazing time at the cottage. It was clean, neat, well decorated, and a super comfortable place to stay. We used the hot tub, watched the sunset, took in the breathtaking views of the river. We will definitely return!"
Sunset River Cottage encapsulates nautical romance.
Don't see what you're looking for?
See all available properties in Pennsville
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.

Other types of properties in Pennsville you may be interested in

Super 8 by Wyndham Pennsville/Wilmington
2.0 star property
6.6 out of 10, (1003)
"Room was fine. Was expecting some type of breakfast options."
The price is NZ$133
per night
30 Jun - 1 Jul
Super 8 by Wyndham Pennsville/Wilmington
White Oaks Motel Pennsville/Carneys Point
2.5 star property
8.8 out of 10, Excellent, (418)
"Close to amenities, rooms need updating, convient for what it is."
The price is NZ$147
per night
9 Jun - 10 Jun
White Oaks Motel Pennsville/Carneys Point
Hampton Inn Pennsville
2.5 star property
8.6 out of 10, Excellent, (718)
"Always a great stay. "
The price is NZ$203
per night
1 Jul - 2 Jul
Hampton Inn Pennsville
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pennsville holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pennsville. 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 Pennsville. Seeing all the best attractions is bound to make you fall in love with Pennsville. Who knows, you may even be tempted to extend your 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 holiday 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 Pennsville short-term rentals, that won’t be hard to do.

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?

Homey Retreat in Historic Kennett Square!!: This holiday home rental outside of Pennsville offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Pennsville?

Fort Mott State Park and Supawna Meadows National Wildlife Refuge are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Finn's Point National Cemetery and Bowlerama.

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.

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