Chesapeake City Vacation Rentals

Name: Cozy 1-bedroom bungalow in quaint Darlington with AC
Price range: $164 total

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Vacation Rentals in Chesapeake City

* NEWLY RENOVATED** Escape to a Beautiful Getaway on the Chesapeake Bay

Perryville MD

With a stay at this vacation home in Perryville, you'll be on the waterfront, within a 5-minute drive of Chesapeake Bay and Chestnut Point Estates and Marina.

Hot Tub

Kitchen

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

Port Deposit MD

$189 nightly

$190 total

Aug 23 - Aug 24

Total with taxes and fees

Free Cancellation

This vacation home is 10.5 mi (16.9 km) from Chesapeake Bay and 1.6 mi (2.6 km) from Community Connecting - Labyrinth.

Breakfast included

Kitchen

Sunset River Cottage

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Elk Forest Wildlife Management Area and Meadow Park.

Hot Tub

Kitchen

Cozy home w/fenced in yard-Dog Friendly with Pet fee. 2 block walk to downtown!

Havre De Grace MD

With a stay at this vacation home, you'll be centrally located in Havre De Grace, within a 5-minute drive of Chesapeake Bay and Harford Memorial Hospital.

Kitchen

Washer

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Elkton MD

$1,557 nightly

$1,568 total

Sep 8 - Sep 9

Total with taxes and fees

Located in Elkton, this vacation home is on a river, within a 15-minute drive of Fair Hill Equestrian Center and Milburn Stone Theater.

Pool

Hot Tub

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Charlestown MD

$502 nightly

$526 total

Aug 23 - Aug 24

Total with taxes and fees

When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 15-minute walk of Charlestown Town Hall and Fair Green Park.

Hot Tub

Kitchen

Chesapeake Bay House with Dock & Private Beach

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Brantwood Park and Chesapeake City Bridge.

Kitchen

Washer

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Chesapeake City MD

When you stay at this vacation home in Chesapeake City, you'll be on the beach, within a 5-minute drive of Two Rivers Yacht Basin and Bohemia Vista Marina.

Kitchen

Washer

Sunset River Shack -amazing waterfront view

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Elk Forest Wildlife Management Area and Meadow Park.

Hot Tub

Kitchen

5BR Chesapeake Waterfront Estate with Private Dock

Perryville MD

With a stay at this vacation home in Perryville, you'll be within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Elkton MD

With a stay at this vacation home in Elkton, you'll be within a 15-minute drive of Chesapeake Bay and Upper Bay Museum.

Kitchen

Washer

Cozy 1-bedroom bungalow in quaint Darlington with AC

Darlington MD

$155 nightly

$164 total

Aug 24 - Aug 25

Total with taxes and fees

With a stay at this vacation home in Darlington, you'll be within a 5-minute drive of Hosanna School Museum and Conowingo Dam.

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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.