Perryville Vacation Rentals

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Vacation Rentals in Perryville

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Nottingham PA

$220 nightly

$243 total

Oct 6 - Oct 7

Total with taxes and fees

Located in Nottingham, this vacation home is in a rural location, a 1-minute drive from Glenroy Preserve and 6 minutes from Wayvine Winery & Vineyard.

Kitchen

Air conditioning

Sailor's Sunrise Cottage - Chesapeake Bay

Perryville MD

When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Kitchen

Sunset River Cottage

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 10-minute drive of Chesland Park and Brantwood 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

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

Chesapeake City MD

$275 nightly

$292 total

Oct 7 - Oct 8

Total with taxes and fees

When you stay at this vacation home in Chesapeake City, you'll be on the waterfront, within a 5-minute drive of Chesapeake City Bridge and Brantwood Park.

Kitchen

Washer

Chesapeake Bay House with Dock & Private Beach

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 10-minute drive of Chesland Park and Brantwood Park.

Kitchen

Washer

Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Drumore PA

Located in Drumore, this vacation home is in a rural location, within a 10-minute drive of Muddy Run Recreation Park and Wissler Run Nature Preserve.

Kitchen

Washer

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Chesapeake City MD

With a stay at this vacation home in Chesapeake City, you'll be just steps from Ferryslip Road Park and Chesapeake City Town Hall.

Pool

Hot Tub

Nancy’s Touch, A Waterfront Paradise!

North East MD

With a stay at this vacation home in North East, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Chesapeake Bay Golf Club.

Kitchen

Washer

The Chalet is located in the woods of a gated property with a covered porch.

Darlington MD

Located in Darlington, this vacation home is on a river, within a 10-minute drive of Hosanna School Museum and Glen Cove.

Kitchen

Washer

Waterfront House on the Upper Chesapeake Bay

Elkton MD

Located in Elkton, this vacation home is on the waterfront, a 5-minute drive from Chesland Park and 7 minutes from Brantwood Park.

Kitchen

Free WiFi

Tip Of The Town Fresh and New 3 Bedroom Nest

North East MD

With a stay at this vacation home in North East, you'll be within a 15-minute drive of Chesapeake Bay and North East Community Park.

Kitchen

Washer

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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.