Chesapeake City Holiday Rentals

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Holiday Rentals in Chesapeake City

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

The price is NZ$520
includes taxes & fees
28 June - 29 June
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Amazing Modern house with a full kitchen and parking

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. "
The price is NZ$435
includes taxes & fees
8 July - 9 July
Amazing Modern house with a full kitchen and parking

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

2.0 star property
The price is NZ$517
includes taxes & fees
3 July - 4 July
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (17)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is NZ$403
includes taxes & fees
2 July - 3 July
New Construction townhome close to everything downtown w/transparent pricing

Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!

8.8 out of 10, Excellent, (3)
"We needed a place to accommodate our family for a stay to visit family. House was very clean and listing was accurate. 3 bedroom was a pull out futon. Parking was off-street. "
The price is NZ$603
includes taxes & fees
7 July - 8 July
Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

2.0 star property
The price is NZ$538
includes taxes & fees
14 July - 15 July
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
The price is NZ$859
includes taxes & fees
1 July - 2 July
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Summer Rustic Camping with AC and King Bed

10.0 out of 10, Exceptional, (3)
"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 NZ$279
includes taxes & fees
1 July - 2 July
Summer Rustic Camping with AC and King Bed

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (138)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is NZ$1,007
includes taxes & fees
1 July - 2 July
5-bedroom vacation home 5 minutes from historic Charlestown

Luxury Waterfront Home Built for Entertaining!

2.0 out of 10, (1)
The price is NZ$1,481
includes taxes & fees
29 June - 30 June
Luxury Waterfront Home Built for Entertaining!

Modern and Cozy Home in Bel Air with a Home Office and Fireplace

The price is NZ$494
includes taxes & fees
7 July - 8 July
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
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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Frequently asked questions

Can I find holiday rentals in Chesapeake City?

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

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

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!: This highly rated holiday home rental in Chesapeake City is located on a river, and has a patio, an arcade/games room and air conditioning 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.

How many holiday rentals are there in Chesapeake City?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesapeake City stay.

What can I see and do in Chesapeake City?

Cultural attractions include C and D Canal Museum, whereas Canal Wildlife Management Area is a spot to enjoy nature. While here, Chesapeake Inn Marina and Bohemia Vista Marina are other places worth a visit.

What are holiday rentals like in Chesapeake City?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesapeake City. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.