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Perryville
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Vacation Rentals in Perryville, MD
Vacation Rentals
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Maryland (MD)
Vacation Rentals in Perryville, MD
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Air Conditioning (33)
Internet or Wifi (32)
Washer/Dryer (27)
Hot Tub (24)
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Suitability
Kid friendly (48)
Pet friendly (15)
Elder access (2)
Wheelchair access (1)
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Property type
Vacation Rental House (34)
Condominium/Apartment (16)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (12)
Boat Available (3)
Water Views (1)
Private Chef (0)
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Distance from
5 mi
Hollywood Casino
Perryville Railroad Museum
Rodgers Tavern Museum
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50 rentals
in Perryville.
Captivating Chesapeake experience
25 reviews
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
22 reviews
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret
7 reviews
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 10
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Top of the Chesapeake - Minutes from Historic Charlestown
61 reviews
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 13
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Amazing Waterfront Views at Sailor's River Cottage on the Upper Chesapeake Bay
21 reviews
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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Escape to relax or enjoy the River
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
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*NEW LISTING* Upper Chesapeake Getaway
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
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Six Bedroom Four Bathroom 1870 Farmhouse. Right next to the Holywood Casino
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 16
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Dog friendly King Bed A/C 2 Mi to Marina
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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2BR/King Bed AC Washer Dryer 2 Mi to Marina
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Dog friendly King & Queen Bed A/C-2 Mi to Marina
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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The following properties within 20 miles of Perryville match all your filters:
Sandy Cove - Second East Family Deluxe
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - First Bay Family Deluxe
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Third Bay Family Deluxe
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Second Bay Family Deluxe
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Third Bay Standard Deluxe Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 5
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Sandy Cove - Second Bay Standard Deluxe Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 5
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Sandy Cove - Third Conference Family Deluxe Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Third Bay Family Deluxe Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Second Conference Family Deluxe Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Sandy Cove - Third Bay Handicap Accessible Bay View
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 4
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Sandy Cove - First Bay Standard Suite
Rental Home
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1 bedroom
1 bathroom
Sleeps 5
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Sandy Cove - Third East Standard Suite
Rental Home
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1 bedroom
1 bathroom
Sleeps 5
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Sandy Cove - First Bay Standard Suite Bay View
Rental Home
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1 bedroom
1 bathroom
Sleeps 5
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Sandy Cove - Second Bay Standard Suite Bay View
Rental Home
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1 bedroom
1 bathroom
Sleeps 5
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Sandy Cove - Second Bay Master Suite Bay View
Rental Home
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1 bedroom
1 bathroom
Sleeps 5
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Water View House in Charlestown, MD
10 reviews
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Charming Cottage, Perfect location just a few blocks from the Promenade
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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Cozy home with fenced in yard. 2 block walk to historic downtown!
1 review
Rental Home
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2 bedrooms
1 bathroom
Sleeps 3
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Riverfront Port Deposit House with Deck + Yard!
7 reviews
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 10
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Gwendolyn's Marigold Manor 2 bedroom 'Cottage'
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Private 3 room Queen Suite w/Kitchenette
5 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Victorian home just a block from the water in historic Havre de Grace!
4 reviews
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
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Pool House by the North East River
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 11
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Charming Cottage in Historic Charlestown, MD - Marina & Beach Access
5 reviews
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
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Private Suite w/Kitchenette
Rental Home
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1 bedroom
1 bathroom
Sleeps 3
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Waterfront Sailor's River Cottage
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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Quarry Landing - Center of Town & River View - 3 Bedroom
Rental Home
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3 bedrooms
1 bathroom
Sleeps 9
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Vintage Waterfront Cottage with Stunning Sunsets
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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3B/1FB/Kitchen, Center of Town, The Cottage * the Manor
Rental Home
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3 bedrooms
1 bathroom
Sleeps 4
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Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
53 reviews
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
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Catching Sunsets on the Chesapeake Bay
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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The Cooper House in Charlestown MD
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 12
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Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
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4 min walk from historic downtown Havre de Grace restaurants, shoppin, nightlife
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Studio in Charlestown, MD
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Cozy glamping 1 mile from Havre de Grace
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
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The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Welcome to Grace’s Corner of Havre de Grace!
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront cottage in historic Charlestown, Maryland
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Showing results 1-50 of 50
Frequently Asked Questions about Perryville
Do any vacation rentals in Perryville have a pool?
Yes, here are some popular vacation rentals in Perryville that have a pool:
Captivating Chesapeake experience
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret
See all vacation rentals with a pool in Perryville on Tripadvisor
Do any vacation rentals in Perryville have internet access?
Yes, here are some popular vacation rentals in Perryville that have internet access:
Captivating Chesapeake experience
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret
See all vacation rentals in Perryville on Tripadvisor
What are the best pet friendly rentals in Perryville?
The best pet friendly rentals in Perryville are:
Captivating Chesapeake experience
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
See all pet friendly vacation rentals in Perryville on Tripadvisor
What are some great rentals in Perryville that are kid friendly?
Some of the most popular kid friendly rentals in Perryville are:
Captivating Chesapeake experience
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret
See all kid friendly vacation rentals in Perryville on Tripadvisor