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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Chesapeake City holiday homes

Exterior

Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
The price is £140
includes taxes & fees
28 May - 29 May
Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
Dining

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

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is £244
includes taxes & fees
28 May - 29 May
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Fridge, microwave, oven, stovetop

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

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is £252
includes taxes & fees
8 Jun - 9 Jun
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
8.2 out of 10, Very good, (17 reviews)
"Nice place"
United States
christine
The price is £93
includes taxes & fees
13 Jun - 14 Jun
Charming 2-bedroom house in Aberdeen with WiFi and AC
Outdoor dining

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
10.0 out of 10, Exceptional, (2 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is £169
includes taxes & fees
9 Jun - 10 Jun
Amish Countryside Escape at Forest Edge Farm
Property grounds

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (27 reviews)
"This condo was in a great location and was very clean and nice. Easy access to the beach and local restaurants and shops. "
United States
Peter F.
The price is £183
includes taxes & fees
1 Jun - 2 Jun
New Construction townhome close to everything downtown w/transparent pricing
1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"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."
United States
Rees L.
The price is £133
includes taxes & fees
2 Jun - 3 Jun
Summer Rustic Camping with AC and King Bed
Interior

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

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
The price is £230
includes taxes & fees
5 Jun - 6 Jun
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Property grounds

Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (2 reviews)
"very clean and cozy host was very nice . They had everything we needed for our stay. Very convenient to all local activities. Would stay there agin when in area."
United States
Jacquelyn O.
The price is £113
includes taxes & fees
28 May - 29 May
Cozy 1-bedroom bungalow in quaint Darlington with AC
Exterior

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (7 reviews)
The price is £258
includes taxes & fees
7 Jun - 8 Jun
Elegant Family Stay • Quiet Neighborhood • Comfort
Interior

Abingdon Haven Hideaway

Abingdon Haven Hideaway
Abingdon
7.0 out of 10, Good, (2 reviews)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is £285
includes taxes & fees
28 May - 29 May
Abingdon Haven Hideaway
Dining

Sunset River Cottage

Sunset River Cottage
Elkton
8.6 out of 10, Excellent, (16 reviews)
"The property was just what we needed. Very quiet, laid back and the pier was great for fishing!"
United States
Ray D.
The price is £360
includes taxes & fees
11 Jun - 12 Jun
Sunset River Cottage
Sun-loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (153 reviews)
"This is the second time my group of friends has stayed here. The house is very comfortable and well-appointed, and the view is gorgeous! "
United States
Melinda S.
The price is £411
includes taxes & fees
1 Jun - 2 Jun
5-bedroom vacation home 5 minutes from historic Charlestown
Smart TV, fireplace, table football, books

Spring has Sprung, Visit Woodland Retreat Today!

Spring has Sprung, Visit Woodland Retreat Today!
Elkton
10.0 out of 10, Exceptional, (10 reviews)
"The host was amazing and the house was perfect for hosting our family of 11 for Christmas. The house has tons of amenities for kids and adults, and plenty of space to get outside and play. "
United States
Randall F.
The price is £1,248
includes taxes & fees
21 Jun - 22 Jun
Spring has Sprung, Visit Woodland Retreat Today!
Dining

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
9.0 out of 10, Wonderful, (10 reviews)
"Excellent communication with host, we had everything we needed"
United States
Kelly W.
The price is £903
includes taxes & fees
2 Jun - 3 Jun
Luxury Waterfront Home Built for Entertaining!
Interior

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

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
The price is £175
includes taxes & fees
17 Jun - 18 Jun
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Outdoor pool

Top Floor Master Suite Bay View

Top Floor Master Suite Bay View
3.0 star property
North East
The price is £444
includes taxes & fees
11 Jun - 12 Jun
Top Floor Master Suite Bay View
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

Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

8/10 Good
"Very affordable for 2 bedroom/ 2 bathroom place. It is certainly not a 4 star place but the beds are awesome! You rarely see this level hotel care about bed quality. I am in the hospitality industry so I am pickier than most on beds. Stayed here twice for my son who attends Udel. Still 15-20 mins from campus but good enough."
DENISE 1-night trip
Posted 1 hour ago
Sonesta ES Suites Wilmington - Newark

Find out more about Chesapeake City

Chesapeake City Holiday Homes information

Number of reviews
260
Accommodation
150 Holiday Homes
Lowest Price
£93
Highest Price
£1,248