Holiday Homes in Chesapeake City

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Featured Holiday Homes in Chesapeake City and around

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (5)
"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 €155
includes taxes & fees
7 Oct - 8 Oct
Summer Rustic Camping with AC and King Bed

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

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

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

9.8 out of 10, Exceptional, (6)
"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 €864
includes taxes & fees
7 Oct - 8 Oct
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Room #4 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is €112
includes taxes & fees
7 Oct - 8 Oct
Room #4 in Elkton, MD – Easy Access to I-95

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

8.6 out of 10, Excellent, (8)
"Nice and quiet place to stay"
The price is €245
includes taxes & fees
9 Oct - 10 Oct
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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 €306
includes taxes & fees
7 Oct - 8 Oct
Amazing Modern house with a full kitchen and parking

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
The price is €263
includes taxes & fees
4 Nov - 5 Nov
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 €298
includes taxes & fees
7 Oct - 8 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

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

9.8 out of 10, Exceptional, (19)
"Clean and comfortable stay in quiet neighborhood! Communication with the host was pleasant and prompt."
The price is €308
includes taxes & fees
30 Oct - 31 Oct
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

A Cool Place to Stay in Wilmington DE

The price is €117
includes taxes & fees
8 Oct - 9 Oct
A Cool Place to Stay in Wilmington DE

High Tide Haven Suite

The price is €234
includes taxes & fees
7 Oct - 8 Oct
High Tide Haven Suite

Charming 3rd floor Large bedroom inside townhome

2.0 star property
Charming 3rd floor Large bedroom inside townhome

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

10.0 out of 10, Exceptional, (3)
"The house was even better than I anticipated! It was very clean, quiet and comfy. The beds were amazing and we got the best nights sleep! Location was perfect for Ripken Experience. The owner was very helpful and quick to respond to my messages. "
The price is €265
includes taxes & fees
3 Nov - 4 Nov
Modern and Cozy Home in Bel Air with a Home Office and Fireplace

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

The price is €275
includes taxes & fees
7 Oct - 8 Oct
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (145)
"Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group."
The price is €529
includes taxes & fees
8 Oct - 9 Oct
5-bedroom vacation home 5 minutes from historic Charlestown

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

The price is €205
includes taxes & fees
30 Oct - 31 Oct
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

JVA LUXURY HOUSING

The price is €423
includes taxes & fees
12 Oct - 13 Oct
JVA LUXURY HOUSING

Room #2 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is €95
includes taxes & fees
4 Nov - 5 Nov
Room #2 in Elkton, MD – Easy Access to I-95

Luxury Waterfront Home Built for Entertaining!

6.8 out of 10, (3)
"We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!"
The price is €782
includes taxes & fees
5 Nov - 6 Nov
Luxury Waterfront Home Built for Entertaining!

Room #3 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is €101
includes taxes & fees
5 Nov - 6 Nov
Room #3 in Elkton, MD – Easy Access to I-95
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 Chesapeake City Hotel Reviews

Find out more about Chesapeake City

Find out more about Chesapeake City

Chesapeake City Holiday Homes information

Number of reviews
173
Accommodation
158 Holiday Homes
Lowest Price
€117
Highest Price
€864

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