Chesapeake City Vacation Rentals

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Check prices for these dates

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Jul 13 - Jul 14
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Jul 14 - Jul 15
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Jul 18 - Jul 20
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Jul 25 - Jul 27

Vacation Rentals in Chesapeake City

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Comfortable retreat with a bed, mirror, and floral-patterned rug.

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

The price is CA $274
CA $431 total
includes taxes & fees
Jul 15 - Jul 16
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Amazing Modern house with a full kitchen and parking
Enjoy cooking in this well-equipped kitchen with an oven and microwave, featuring dark cabinets and a window with an outside view.

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 CA $197
CA $422 total
includes taxes & fees
Jul 27 - Jul 28
Amazing Modern house with a full kitchen and parking
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Cozy living space with a tufted sofa, woven ottoman, and floor lamp.

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

2.0 star property
The price is CA $294
CA $373 total
includes taxes & fees
Jul 16 - Jul 17
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
New Construction townhome close to everything downtown w/transparent pricing
Stroll through the serene garden, surrounded by vibrant flowers and a central fountain.

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 CA $267
CA $334 total
includes taxes & fees
Jul 16 - Jul 17
New Construction townhome close to everything downtown w/transparent pricing
Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and toaster.

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 CA $226
CA $500 total
includes taxes & fees
Jul 27 - Jul 28
Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Relax in this stylish living space with a flat-screen TV and comfortable couch.

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 $282
CA $477 total
includes taxes & fees
Jul 21 - Jul 22
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Relax in the covered patio with a fire pit, wicker furniture, and a flat-screen TV.

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great outdoor space "
The price is CA $211
CA $399 total
includes taxes & fees
Jul 15 - Jul 16
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Compact kitchen area with an oven, stainless steel refrigerator, and modern sink.

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 CA $383
CA $704 total
includes taxes & fees
Jul 22 - Jul 23
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator and black stovetop.

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

9.6 out of 10, Exceptional, (5)
"Very Nice!"
The price is CA $274
CA $488 total
includes taxes & fees
Jul 28 - Jul 29
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Summer Rustic Camping with AC and King Bed
Experience the unique ambiance of this room with a geometric, tent-like structure, featuring a comfortable bed and a round window on the ceiling.

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 $126
CA $237 total
includes taxes & fees
Jul 15 - Jul 16
Summer Rustic Camping with AC and King Bed
5-bedroom vacation home 5 minutes from historic Charlestown
Enjoy a serene lakeside retreat with a grassy area, sandy beach, and dock for boating and fishing.

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 CA $442
CA $829 total
includes taxes & fees
Jul 15 - Jul 16
5-bedroom vacation home 5 minutes from historic Charlestown
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Enjoy cooking in this well-equipped kitchen with a large island and oven.

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.6 out of 10, Exceptional, (4)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
The price is CA $921
CA $1,613 total
includes taxes & fees
Jul 20 - Jul 21
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Luxury Waterfront Home Built for Entertaining!
Cozy attic retreat with two beds, a skylight, and a ceiling fan.

Luxury Waterfront Home Built for Entertaining!

2.0 out of 10, (1)
The price is CA $759
CA $1,251 total
includes taxes & fees
Jul 15 - Jul 16
Luxury Waterfront Home Built for Entertaining!
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Enjoy meals and relaxation in this kitchen with a central island, dining area, and cozy seating space.

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

10.0 out of 10, Exceptional, (1)
"We were visiting family stationed at Aberdeen. Our stay at the property was a wonderful experience from check-in to check-out. Erik was very attentive to the smallest things--wifi for teens—which is a huge deal to them. If we return to the area the location and place are definitively top of our list. "
The price is CA $256
CA $376 total
includes taxes & fees
Jul 15 - Jul 16
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 vacation rentals in Chesapeake City?

Yes, you can find vacation rentals close to popular local attractions in Chesapeake City, or you can select a more secluded option if you want a relaxing place to 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 vacation rentals in Chesapeake City?

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!: Visitors like this Chesapeake City vacation home rental. It is located on a river and has a patio, an arcade game 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 you can cook with friends or family.

How many vacation rentals are there in Chesapeake City?

With 8 Expedia vacation rentals, you're sure 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 vacation rentals like in Chesapeake City?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Chesapeake City. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.