Search Vacation Homes in Chesapeake City

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Vacation Homes in Chesapeake City

1 bedroom
Summer Rustic Camping with AC and King Bed

Vacation Home in Elkton

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."
United States
Rees L.
The price is SAR 259
SAR 564 total
includes taxes & fees
3 Dec - 4 Dec
Summer Rustic Camping with AC and King Bed
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Vacation Home in Elkton

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is SAR 507
SAR 1,281 total
includes taxes & fees
4 Dec - 5 Dec
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Dining
Amazing Modern house with a full kitchen and parking

Vacation Home in Smyrna

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. "
United States
Laurie S.
The price is SAR 675
SAR 1,340 total
includes taxes & fees
13 Dec - 14 Dec
Amazing Modern house with a full kitchen and parking
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Vacation Home in Elkton

8.0 out of 10, Very Good, (10)
"Nice and quiet place to stay"
United States
Gary M.
The price is SAR 507
SAR 1,054 total
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Property grounds
New Construction townhome close to everything downtown w/transparent pricing

Vacation Home in Hilltop

9.8 out of 10, Exceptional, (22)
"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."
United States
Peter F.
The price is SAR 473
SAR 693 total
includes taxes & fees
10 Dec - 11 Dec
New Construction townhome close to everything downtown w/transparent pricing
Dining
Amish Countryside Escape at Forest Edge Farm

Vacation Home in Nottingham

2.0 star property
The price is SAR 368
SAR 691 total
includes taxes & fees
8 Dec - 9 Dec
Amish Countryside Escape at Forest Edge Farm
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Vacation Home in Aberdeen

The price is SAR 303
SAR 854 total
includes taxes & fees
3 Dec - 4 Dec
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Private kitchen
Room #2 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

2.0 star property
The price is SAR 296
SAR 434 total
includes taxes & fees
13 Dec - 14 Dec
Room #2 in Elkton, MD – Easy Access to I-95
Interior
Modern and Cozy Home in Bel Air with a Home Office and Fireplace

Vacation Home in Bel Air

10.0 out of 10, Exceptional, (5)
"I appreciated how clean and pleasant it smelled! Then it was a beautiful location with lots of places to eat nearby. My only improvement would have been window curtains, especially in the master bath. "
United States
Leah M.
The price is SAR 797
SAR 1,147 total
includes taxes & fees
8 Dec - 9 Dec
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Private kitchen
A Cool Place to Stay in Wilmington DE

Vacation Home in Wilmington

The price is SAR 394
SAR 581 total
includes taxes & fees
3 Dec - 4 Dec
A Cool Place to Stay in Wilmington DE
Terrace/patio
High Tide Haven Suite

Vacation Home in Kent County

The price is SAR 650
SAR 749 total
includes taxes & fees
14 Dec - 15 Dec
High Tide Haven Suite
Fridge, microwave, oven, stovetop
Abingdon Haven Hideaway

Vacation Home in Abingdon

7.0 out of 10, Good, (2)
"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.
Abingdon Haven Hideaway
A heated pool
Heated Pool • Private Backyard • Home Theater

Vacation Home in Middletown

2.0 star property
The price is SAR 604
SAR 1,907 total
includes taxes & fees
15 Dec - 16 Dec
Heated Pool • Private Backyard • Home Theater
Interior
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Vacation Home in Pennsville Township

The price is SAR 751
SAR 1,182 total
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Sun loungers, beach towels
5-bedroom vacation home 5 minutes from historic Charlestown

Vacation Home in Perryville

9.8 out of 10, Exceptional, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
The price is SAR 1,213
SAR 2,228 total
includes taxes & fees
10 Dec - 11 Dec
5-bedroom vacation home 5 minutes from historic Charlestown
Private kitchen
JVA LUXURY HOUSING

Vacation Home in Smyrna

10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is SAR 1,501
SAR 2,183 total
includes taxes & fees
13 Dec - 14 Dec
JVA LUXURY HOUSING
Interior
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome

Vacation Home in Elkton

The price is SAR 1,013
SAR 1,436 total
includes taxes & fees
3 Dec - 4 Dec
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
Fridge, microwave, oven, stovetop
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Vacation Home in Havre de Grace

9.8 out of 10, Exceptional, (6)
"Beautiful home and property. The house was clean and welcoming and the pool was an absolute delight. Would definitely stay again! "
United States
Julia B.
The price is SAR 3,040
SAR 5,036 total
includes taxes & fees
3 Dec - 4 Dec
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
6 bedrooms, iron/ironing board, WiFi, bed sheets
Luxury Waterfront Home Built for Entertaining!

Vacation Home in Abingdon

8.4 out of 10, Very Good, (6)
"Quite lovely house with a gorgeous view over the water. It is definitely a good spot to stay with a large family or friends for a few days with plenty to do (relaxing on the dock, play games inside, not too far from Baltimore and other nice towns, etc). The host was great and very communicative as well.The only downsides were details around cleanliness and the check-out procedures. The house itself was overall fine, but there dishes left in the dishwasher that we had to put away, the bottom...
United States
Benjamin J.
The price is SAR 1,858
SAR 3,127 total
includes taxes & fees
4 Dec - 5 Dec
Luxury Waterfront Home Built for Entertaining!
Private kitchen
Room #3 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

2.0 star property
The price is SAR 319
SAR 497 total
includes taxes & fees
13 Dec - 14 Dec
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake City Hotel Reviews

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

10/10 Excellent
"Friendly associates "
Marketa 1-night trip
Posted 3 days ago
Quality Inn Newark - Wilmington