Photo by Timothy Howard

Historical Old New Castle Holiday Rentals

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Holiday Rentals in Historical Old New Castle

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (53)
"This cozy Spring House Cottage was the perfect romantic getaway for me and my wife. The cottage was quaint, rustic, very comfortable and very easy to find. We were visiting friends nearby and wanted a local hopping off spot to visit the Brandywine River Museum. Our host was very helpful and easy to communicate with. A delightful find !"
The price is AU$507
includes taxes & fees
1 Dec - 2 Dec
Cozy Spring House in Gorgeous Chadds Ford!

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (54)
"We were relaxing and visiting Mt. Cuba. Wanted to stay in-town. House was adorable and location was great. Lots of nice touches to make everything comfortable (tea, extra blankets, multiple keys). Would absolutely come back!"
The price is AU$612
includes taxes & fees
29 Nov - 30 Nov
Homey Retreat in Historic Kennett Square!!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach

Stylish Private Suite in the heart of Brandywine Valley

10.0 out of 10, Exceptional, (167)
"This property is quite simply a 10 out of 10"
The price is AU$303
includes taxes & fees
8 Dec - 9 Dec
Stylish Private Suite in the heart of Brandywine Valley

Historic Kennett Square

9.4 out of 10, Exceptional, (40)
"Cute and cozy home, Host is a great communicator. "
Historic Kennett Square

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (63)
"Everyone in our group thought the house was great and everyone was very comfortable at all times. It was lovely gathering together on the deck around the fire and inside at the fireplace, and there was never ending entertainment for the kids. The big trees, falling leaves and autumn foliage were a beautiful backdrop. Our time together here will be a new happy memory for all of us. "
The Lodge at Cricklewood...where time melts away....

The Walton House by RPG

10.0 out of 10, Exceptional, (25)
"The house is beautiful with the perfect mix of historic charm and modern amenities. I am a light sleeper and I liked that the bedrooms seemed to have good blinds. Because it is on a major street, there was some traffic noise. I was able to drown that out with a white noise machine. The beds and pillows were all very comfortable. The only issue I had was on the day of checkout. I wasn't aware that the roads would be shut down for a half marathon. We couldn't leave at the required check-in time. I...
The price is AU$921
includes taxes & fees
8 Dec - 9 Dec
The Walton House by RPG

Convinient location, Remodel Apartment

10.0 out of 10, Exceptional, (9)
"Well maintained. Great management."
Convinient location, Remodel Apartment

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (59)
"The coziest house we have ever stayed at ! The host went above and beyond to have everything we could need! Would definitely recommend ! "
A cottage on the shore of the Delaware River

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (8)
"Property was clean and close to everything in Chesapeake City"
The price is AU$800
includes taxes & fees
30 Nov - 1 Dec
Historic Chesapeake City Stay

Cheerful 3 bedroom home free parking on premise

10.0 out of 10, Exceptional, (1)
"Clean and nice house just been better if had a shower area not so good but pay for what you get"
Cheerful 3 bedroom home free parking on premise

Private Carriage House Retreat on a 33 Acre Historic Working Estate

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate

Underground Railroad 4 Bedroom Farmhouse

10.0 out of 10, Exceptional, (3)
"The property is very pleasant. The spaces in the farmhouse are all delightful. The owner managed to create a decor that feels both historic, farmhouse while also feeling up-to-date. Just the right amount of elements to make it feel warm and friendly and cozy without the feel that you are sleeping in someone else's house. Kitchen is very functional. Owner provides a keurig, teas, cold water and seltzer. The property is adjacent to a townhouse development. The rear windows of the townhouses...
The price is AU$633
includes taxes & fees
10 Dec - 11 Dec
Underground Railroad 4 Bedroom Farmhouse

Ultimate Retreat @ Papermill Rd

8.8 out of 10, Excellent, (5)
"Great weekend stay"
Ultimate Retreat @ Papermill Rd

Welcome to Woodview Estates!

8.0 out of 10, Very good, (3)
"The house was perfect for our stay. We were in town for a family event and needed a place for 8 adults and 4 children and this was perfect. Lots of space to spread out with a great rec room that kept both kids and adults entertained during down time. The neighborhood was beautiful and had easy access to area restaurants and shopping. Close to many area attractions. It was the perfect location to have close proximity to points of interest and then return to at end of day to a relaxing...
Welcome to Woodview Estates!

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook

Super cute 3 bedroom remodeled townhouse near downtown Wilmington

8.8 out of 10, Excellent, (11)
"Amazing stay. nice quiet clean home. Accommodating for the whole family. Host was easy to connect with very helpful loved our stay ! Looking forward to booking again."
Super cute 3 bedroom remodeled townhouse near downtown Wilmington

Wilmington Comfort 4 Min to Riverfront fenced yard

9.2 out of 10, Wonderful, (18)
"Great value, was a great jumping point for our group, who was here for a wedding"
Wilmington Comfort 4 Min to Riverfront fenced yard

House casino

House casino

Entire place with private parking

8.0 out of 10, Very good, (7)
"great place very clean. Will stay again loved private parking "
The price is AU$271
includes taxes & fees
28 Nov - 29 Nov
Entire place with private parking
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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Other types of properties in Historical Old New Castle you may be interested in

Sonesta Select Newark Christiana Mall

3.0 star property
7.8 out of 10, Good, (1056)
"Great people "
The price is AU$178
includes taxes & fees
28 Nov - 29 Nov
Sonesta Select Newark Christiana Mall

Fairfield Inn by Marriott Kennett Square Brandywine Valley

2.5 star property
8.8 out of 10, Excellent, (1044)
"So friendly and breakfast and room great "
The price is AU$217
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn by Marriott Kennett Square Brandywine Valley

DoubleTree by Hilton Hotel Wilmington

4.0 star property
8.0 out of 10, Very good, (1094)
"Fast checkin "
The price is AU$177
includes taxes & fees
8 Dec - 9 Dec
DoubleTree by Hilton Hotel Wilmington
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Historical Old New Castle?

Yes, there are holiday rentals close to the most popular sights in Historical Old New Castle, or you can select a more secluded option if you're looking for a relaxing stay. Historical Old New Castle is known for its churches and monuments. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Historical Old New Castle has to offer?

Stylish Private Suite in the heart of Brandywine Valley: This holiday home rental outside of Historical Old New Castle offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Historical Old New Castle?

Cultural attractions include Amstel House and George Read II House, whereas The Green and New Castle Historic District are a couple of picturesque spots to enjoy the outdoors. While here, Old Court House and Old Library Museum are other places worth a visit.

What’s a holiday rental in Historical Old New Castle like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Historical Old New Castle. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.