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Historical Old New Castle Vacation Rentals

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Browse Select Historical Old New Castle Vacation Homes

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (166)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach

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

10.0 out of 10, Exceptional, (73)
"This is a beautiful property and was perfect for our group of 7 friends. The house was spacious and well stocked with a gourmet kitchen and ample indoor and outdoor gathering places. The hot tub was delightful and the owner was responsive to our questions. Highly recommend!"
The Lodge at Cricklewood...where time melts away....

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (24)
"Super clean house that’s perfect for a group gathering "
Cozy Farmhouse in Greenville, DE

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (3)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

10.0 out of 10, Exceptional, (1)
"Property is beautiful, host answered our questions in a timely manner. Would stay again "
Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Cheerful 3 bedroom home free parking on premise

8.0 out of 10, Very good, (4)
"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"
The price is CA $210
CA $427 total
includes taxes & fees
Aug 9 - Aug 10
Cheerful 3 bedroom home free parking on premise

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

9.8 out of 10, Exceptional, (6)
"Exactly as advertised and Brad was very helpful/responsive!"
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (80)
"So convenient and easy to walk to shops and food! The house is adorable and clean. Looking forward to staying again. "
The price is CA $247
CA $428 total
includes taxes & fees
Aug 10 - Aug 11
Homey Retreat in Historic Kennett Square!!

Private townhouse near downtown and state park

10.0 out of 10, Exceptional, (9)
"The house is clean and comfortable with many amenities and within walking distance of parks and restaurants and museums. The host was very easy to connect with."
The price is CA $221
CA $421 total
includes taxes & fees
Aug 11 - Aug 12
Private townhouse near downtown and state park

Underground Railroad Barn

9.8 out of 10, Exceptional, (16)
"Great place to stay close to Longwood Gardens. We wanted to visit the Gardens, rated #1 botanical gardens in the United States. The barn was very convenient, spacious, modern. "
The price is CA $136
CA $394 total
includes taxes & fees
Aug 13 - Aug 14
Underground Railroad Barn

Welcome to Woodview Estates!

7.6 out of 10, Good, (4)
"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!

3 Mi to Dtwn: Home w/ Yard in Newark

9.6 out of 10, Exceptional, (8)
"We loved staying here, location is great!"
3 Mi to Dtwn: Home w/ Yard in Newark

Wilmington Comfort 4 Min to Riverfront fenced yard

9.2 out of 10, Wonderful, (20)
"Good location in downtown Wilmington that works well for a small group looking for a good alternative to nearby Riverfront hotels. "
Wilmington Comfort 4 Min to Riverfront fenced yard

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"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."
The price is CA $109
CA $221 total
includes taxes & fees
Aug 10 - Aug 11
Summer Rustic Camping with AC and King Bed

Stylish Private Suite in the heart of Brandywine Valley

10.0 out of 10, Exceptional, (184)
"The property was clean and comfortable."
The price is CA $179
CA $273 total
includes taxes & fees
Aug 12 - Aug 13
Stylish Private Suite in the heart of Brandywine Valley

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (20)
"We attended a wedding across the canal from this house at the Chesapeake Inn. It was very cool to see these really large ships go by as we sat on the deck. Very nice accommodations here! Jane was a great host!"
Chesapeake City Quiet Overlook

Underground Railroad 4 Bedroom Farmhouse

9.8 out of 10, Exceptional, (20)
"Great property for a girls' weekend. Super clean, helpful and friendly owner, cute property and grounds, well-maintained."
The price is CA $240
CA $521 total
includes taxes & fees
Aug 17 - Aug 18
Underground Railroad 4 Bedroom Farmhouse

Reset & Forget at this Farmette nestled in the heart of southern Chester county

2.0 star property
10.0 out of 10, Exceptional, (11)
"We had an amazing stay and this location was exactly what we needed. The property is beautiful and well maintained. The property owner was very accommodating and promptly awnsered all our questions. The patio was a wonderful area to relax and enjoy the view. "
Reset & Forget at this Farmette nestled in the heart of southern Chester county

Entire two-unit four-story townhouse, for multi-family vacations; free parking

9.6 out of 10, Exceptional, (9)
"An excellent stay once again. Our host was friendly and the house was amazing per usual. Thank you!"
The price is CA $668
CA $1,099 total
includes taxes & fees
Aug 11 - Aug 12
Entire two-unit four-story townhouse, for multi-family vacations; free parking

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

9.8 out of 10, Exceptional, (18)
"We rented this townhouse for a month for my son's surgical residency rotation at Cristiana Care. It was a perfect location and easy to get to and from the hospital. Owner was very responsive with any questions / concerns which we appreciated. Very quiet and close to grocery stores. Even had a Trader Joe's close by!"
The price is CA $291
CA $486 total
includes taxes & fees
Aug 11 - Aug 12
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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 Historical Old New Castle Hotel Reviews