Holiday Homes in Chesapeake City

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

Our top choices for Chesapeake City holiday homes

1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5 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 AU$204
includes taxes & fees
4 Mar - 5 Mar
Summer Rustic Camping with AC and King Bed
Outdoor dining

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
The price is AU$253
includes taxes & fees
11 Mar - 12 Mar
Amish Countryside Escape at Forest Edge Farm
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 AU$455
includes taxes & fees
11 Mar - 12 Mar
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior

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

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Great hole for our family to visit local family and celebrate Thanksgiving. Beds were comfortable house was clean and there were even Christmas lights and a tree up. So sweet. We enjoyed the fire pit and just hanging out. "
United States
Tiffany T.
The price is AU$399
includes taxes & fees
8 Mar - 9 Mar
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Terrace/patio

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is AU$496
includes taxes & fees
4 Mar - 5 Mar
Amazing Modern house with a full kitchen and parking
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
8.0 out of 10, Very good, (12 reviews)
"Pleasant stay"
United States
Yommali G.
The price is AU$133
includes taxes & fees
15 Mar - 16 Mar
Charming 2-bedroom house in Aberdeen with WiFi and AC
Property grounds

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (23 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is AU$249
includes taxes & fees
4 Mar - 5 Mar
New Construction townhome close to everything downtown w/transparent pricing
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, (148 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is AU$739
includes taxes & fees
4 Mar - 5 Mar
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, (9 reviews)
"Excellent communication with host, we had everything we needed"
United States
Kelly W.
The price is AU$1,664
includes taxes & fees
4 Mar - 5 Mar
Luxury Waterfront Home Built for Entertaining!
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 AU$440
includes taxes & fees
4 Mar - 5 Mar
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Property grounds

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

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Aberdeen
The price is AU$323
includes taxes & fees
6 Mar - 7 Mar
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Exterior

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
The price is AU$409
includes taxes & fees
4 Mar - 5 Mar
Elegant Family Stay • Quiet Neighborhood • Comfort
Interior

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
Middletown
The price is AU$649
includes taxes & fees
4 Mar - 5 Mar
Heated Pool • Private Backyard • Home Theater
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 AU$524
includes taxes & fees
4 Mar - 5 Mar
Abingdon Haven Hideaway
Interior

JVA LUXURY HOUSING

JVA LUXURY HOUSING
Smyrna
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is AU$814
includes taxes & fees
9 Mar - 10 Mar
JVA LUXURY HOUSING
Smart TV, stereo

Spacious 4-bedroom house with backyard oasis

Spacious 4-bedroom house with backyard oasis
Middletown
9.0 out of 10, Wonderful, (2 reviews)
"We had a nice stay at this gorgeous house! Very comfortable and nicely appointed."
United States
Jordan K.
The price is AU$1,536
includes taxes & fees
28 Mar - 29 Mar
Spacious 4-bedroom house with backyard oasis
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 AU$335
includes taxes & fees
5 Mar - 6 Mar
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Smart TV

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
South Wilmington
2.0 out of 10, (4 reviews)
"Never even got to check in because owner never sent no code to get in I want a full refund "
United States
Isaiah M.
The price is AU$178
includes taxes & fees
7 Mar - 8 Mar
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
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

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

10/10 Excellent
"Everything was awesome the staff the room was very clean the bed was a little hard but it helped."
Camille 1-night trip
Posted 2 days ago
Woodspring Suites Wilmington Riverfront

Find out more about Chesapeake City

Chesapeake City Holiday Homes information

Number of reviews
231
Accommodation
161 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$1,664