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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Chesapeake City vacation homes

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 ￥10,745
￥14,764 total
includes taxes & fees
May 25 - May 26
Charming 2-bedroom house in Aberdeen with WiFi and AC
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 ￥21,489
￥53,656 total
includes taxes & fees
May 25 - May 26
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
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 ￥25,787
￥29,837 total
includes taxes & fees
May 25 - May 26
Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
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 ￥17,908
￥34,472 total
includes taxes & fees
May 25 - May 26
New Construction townhome close to everything downtown w/transparent pricing
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 ￥30,801
￥52,085 total
includes taxes & fees
May 27 - May 28
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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 ￥17,828
￥31,887 total
includes taxes & fees
Jun 9 - Jun 10
Amish Countryside Escape at Forest Edge Farm
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 ￥40,113
￥56,403 total
includes taxes & fees
May 26 - May 27
Elegant Family Stay • Quiet Neighborhood • Comfort
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)
The price is ￥19,102
￥23,623 total
includes taxes & fees
May 25 - May 26
Cozy 1-bedroom bungalow in quaint Darlington with AC
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 ￥14,645
￥27,570 total
includes taxes & fees
Jun 10 - Jun 11
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 ￥31,836
￥49,674 total
includes taxes & fees
May 26 - May 27
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
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 ￥48,550
￥76,098 total
includes taxes & fees
Jun 11 - Jun 12
Sunset River Cottage
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 ￥18,624
￥60,406 total
includes taxes & fees
May 25 - May 26
Abingdon Haven Hideaway
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, (152 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 ￥45,271
￥88,313 total
includes taxes & fees
May 27 - May 28
5-bedroom vacation home 5 minutes from historic Charlestown
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 ￥127,344
￥192,691 total
includes taxes & fees
Jun 3 - Jun 4
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 ￥21,346
￥35,677 total
includes taxes & fees
May 27 - May 28
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 ￥70,549
￥95,030 total
includes taxes & fees
May 28 - May 29
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

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2/10 Terrible
"This facility is absolutely disgusting. The rooms are filthy and have insects and ants everywhere the room. The king bed was a collection of old clumps and old pillows. The bathroom was not clean and had poop on the wall! The shower handle came off in my hands. The TV was broken and only had 1 channel. The free breakfast was old white bread for toast and bananas. The quick griddle for waffles was broken and they only had water or coffee to drink. There was hookers knocking on doors and drug deals in the parking lot. Stay away!"
John 2-night trip
Posted less than an hour ago
Quality Inn Newark - Wilmington

Find out more about Chesapeake City

Chesapeake City Vacation Homes information

Number of reviews
249
Accommodation
150 Vacation Homes
Lowest Price
￥14,764
Highest Price
￥192,691