Book Holiday Homes in Perryville

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Featured Holiday Homes in Perryville

Chesapeake City Quiet Overlook

Chesapeake City Quiet Overlook

Chesapeake City
Stay at this vacation home in Chesapeake City. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions C and D Canal Museum and Back ...
Chesapeake City Quiet Overlook
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Middletown
Stay at this vacation home in Middletown. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Frog Hollow Golf Club and ...
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Elkton
Book a stay at this family-friendly vacation home in Elkton. Enjoy free WiFi, a garden, and furnished patios. Popular attractions Upper Bay Museum and Milburn ...
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
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Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Perryville
Stay at this vacation home in Perryville. Enjoy free WiFi, a garden, and patios. Popular attractions Concord Point Lighthouse and Havre de Grace Maritime Museum ...
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Betterton
Book a stay at this family-friendly vacation home in Betterton. Enjoy free WiFi, a garden, and tennis courts. Popular attraction Betterton Beach is located ...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Amazing Waterfront Home on the Bush River

Amazing Waterfront Home on the Bush River

Edgewood
Stay at this vacation home in Edgewood. Enjoy free WiFi, patios, and in-room jetted tubs. Popular attractions Belcamp Beach and CopperPlex are located ...
Amazing Waterfront Home on the Bush River
Baseball Lovers Paradise!

Baseball Lovers Paradise!

Aberdeen
Stay at this vacation home in Aberdeen. Enjoy air conditioning. Popular attractions Ripken Stadium and Cal Ripken Museum are located nearby.
Baseball Lovers Paradise!
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

Delta
Stay at this vacation home in Delta. Enjoy free WiFi, a garden, and patios. Popular attractions Guppy Gulch Quarry and Wissler Run Nature Preserve are located ...
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"
Upper Chesapeake Getaway - Newly Renovated

Upper Chesapeake Getaway - Newly Renovated

Perryville
Book a stay at this family-friendly vacation home in Perryville. Enjoy free WiFi, a water park, and a garden. Popular attractions Upper Bay Museum and Garrett ...
Upper Chesapeake Getaway - Newly Renovated
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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.

Perryville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Perryville vacation homes are the perfect way for you to wing it.

Holiday houses in Perryville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Perryville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Perryville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Perryville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Perryville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Perryville Holiday Homes essential information

Accommodation
91 Holiday Homes
Lowest Price
NZ$474
Highest Price
NZ$808
Popular accommodation
Chesapeake City Quiet Overlook, Luxurious and spacious townhome with all necessary amenities awaits your stay., Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio, Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay, Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach, Amazing Waterfront Home on the Bush River, Baseball Lovers Paradise!, Historic Ox Bow House c.1800 "The Cabin at Muddy Creek" , Upper Chesapeake Getaway - Newly Renovated

Top trending hotels in Perryville

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway, Perryville, MD
Fully refundableReserve now, pay when you stay
The price is NZ$474 per night from 5 Jan to 6 Jan
NZ$474
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in Perryville. Enjoy free WiFi, 4 restaurants, and water park access (surcharge). Popular attractions Hollywood Casino and Garrett Island ...
Great Wolf Lodge Perryville
Waterfront house with amazing views. Top of the Chesapeake

Waterfront house with amazing views. Top of the Chesapeake

Perryville
Book a stay at this beach vacation home in Perryville. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Upper Bay Museum and Garrett Island ...
Waterfront house with amazing views. Top of the Chesapeake
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Perryville
Stay at this vacation home in Perryville. Enjoy free WiFi, a garden, and patios. Popular attractions Concord Point Lighthouse and Havre de Grace Maritime Museum ...
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Save an average of 15% on thousands of hotels when you're signed in
5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville
The price is NZ$808 per night from 12 Jan to 13 Jan
NZ$808
includes taxes & fees
12 Jan - 13 Jan 2025
Book a stay at this family-friendly vacation home in Perryville. Enjoy free WiFi, a garden, and patios. Popular attractions Upper Bay Museum and Garrett Island ...
5-bedroom vacation home 5 minutes from historic Charlestown
Don't see what you're looking for?
See all available properties in Perryville
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.