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Perryville Holiday Rentals

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5 mi
32 rentals in Perryville.
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay, holiday rental in Perryville
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay, holiday rental in Perryville
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay, holiday rental in Perryville

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Discounted Stays | 1BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 1BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 1BR | Dog-Friendly | King | A/C, holiday rental in Perryville

Discounted Stays | 1BR | Dog-Friendly | King | A/C

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay, holiday rental in Perryville
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay, holiday rental in Perryville
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay, holiday rental in Perryville

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront, holiday rental in Perryville
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront, holiday rental in Perryville
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront, holiday rental in Perryville

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Upper Chesapeake Getaway - Newly Renovated, holiday rental in Perryville
Upper Chesapeake Getaway - Newly Renovated, holiday rental in Perryville
Upper Chesapeake Getaway - Newly Renovated, holiday rental in Perryville

Upper Chesapeake Getaway - Newly Renovated

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Discounted Stays | 1BR | King | A/C, holiday rental in Perryville
Discounted Stays | 1BR | King | A/C, holiday rental in Perryville
Discounted Stays | 1BR | King | A/C, holiday rental in Perryville

Discounted Stays | 1BR | King | A/C

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville

Discounted Stays | 2BR | Dog-Friendly | King | A/C

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville
Discounted Stays | 2BR | Dog-Friendly | King | A/C, holiday rental in Perryville

Discounted Stays | 2BR | Dog-Friendly | King | A/C

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Top of the Chesapeake - Minutes from Historic Charlestown, holiday rental in Perryville
Top of the Chesapeake - Minutes from Historic Charlestown, holiday rental in Perryville
Top of the Chesapeake - Minutes from Historic Charlestown, holiday rental in Perryville

Top of the Chesapeake - Minutes from Historic Charlestown

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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6 Bedroom 4 Bathroom 1870 Farmhouse. Right next to Great Wolf & Hollywood Casino, holiday rental in Perryville
6 Bedroom 4 Bathroom 1870 Farmhouse. Right next to Great Wolf & Hollywood Casino, holiday rental in Perryville
6 Bedroom 4 Bathroom 1870 Farmhouse. Right next to Great Wolf & Hollywood Casino, holiday rental in Perryville

6 Bedroom 4 Bathroom 1870 Farmhouse. Right next to Great Wolf & Hollywood Casino

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Waterfront house with amazing views. Top of the Chesapeake, holiday rental in Perryville
Waterfront house with amazing views. Top of the Chesapeake, holiday rental in Perryville
Waterfront house with amazing views. Top of the Chesapeake, holiday rental in Perryville

Waterfront house with amazing views. Top of the Chesapeake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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The following properties within 20 miles of Perryville match all your filters:
Water View House in Charlestown, MD, holiday rental in Perryville
Water View House in Charlestown, MD, holiday rental in Perryville
Water View House in Charlestown, MD, holiday rental in Perryville

Water View House in Charlestown, MD

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Private 3 room Queen Suite w/Kitchenette, holiday rental in Perryville
Private 3 room Queen Suite w/Kitchenette, holiday rental in Perryville
Private 3 room Queen Suite w/Kitchenette, holiday rental in Perryville

Private 3 room Queen Suite w/Kitchenette

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quarry Landing - Center of Town & River View - 3 Bedroom, holiday rental in Perryville
Quarry Landing - Center of Town & River View - 3 Bedroom, holiday rental in Perryville
Quarry Landing - Center of Town & River View - 3 Bedroom, holiday rental in Perryville

Quarry Landing - Center of Town & River View - 3 Bedroom

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Pool House by the North East River, holiday rental in Perryville
Pool House by the North East River, holiday rental in Perryville
Pool House by the North East River, holiday rental in Perryville

Pool House by the North East River

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Studio in Charlestown, MD, holiday rental in Perryville
Studio in Charlestown, MD, holiday rental in Perryville
Studio in Charlestown, MD, holiday rental in Perryville

Studio in Charlestown, MD

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck, holiday rental in Perryville
The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck, holiday rental in Perryville
The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck, holiday rental in Perryville

The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Cottage, Perfect location just a few blocks from the Promenade, holiday rental in Perryville
Charming Cottage, Perfect location just a few blocks from the Promenade, holiday rental in Perryville
Charming Cottage, Perfect location just a few blocks from the Promenade, holiday rental in Perryville

Charming Cottage, Perfect location just a few blocks from the Promenade

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Vintage Waterfront Cottage with Stunning Sunsets, holiday rental in Perryville
Vintage Waterfront Cottage with Stunning Sunsets, holiday rental in Perryville
Vintage Waterfront Cottage with Stunning Sunsets, holiday rental in Perryville

Vintage Waterfront Cottage with Stunning Sunsets

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3B/1FB/Kitchen, Center of Town, The Cottage * the Manor, holiday rental in Perryville
3B/1FB/Kitchen, Center of Town, The Cottage * the Manor, holiday rental in Perryville
3B/1FB/Kitchen, Center of Town, The Cottage * the Manor, holiday rental in Perryville

3B/1FB/Kitchen, Center of Town, The Cottage * the Manor

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Catching Sunsets on the Chesapeake Bay, holiday rental in Perryville
Catching Sunsets on the Chesapeake Bay, holiday rental in Perryville
Catching Sunsets on the Chesapeake Bay, holiday rental in Perryville

Catching Sunsets on the Chesapeake Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!, holiday rental in Perryville
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!, holiday rental in Perryville
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!, holiday rental in Perryville

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Riverside Retreat: Port Deposit, holiday rental in Perryville
Riverside Retreat: Port Deposit, holiday rental in Perryville
Riverside Retreat: Port Deposit, holiday rental in Perryville

Riverside Retreat: Port Deposit

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Unique cottage built in the 1800s, Granite Cliffs of Port Deposit  Maryland., holiday rental in Perryville
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit  Maryland., holiday rental in Perryville
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit  Maryland., holiday rental in Perryville

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront cottage in historic Charlestown, Maryland, holiday rental in Perryville
Waterfront cottage in historic Charlestown, Maryland, holiday rental in Perryville
Waterfront cottage in historic Charlestown, Maryland, holiday rental in Perryville

Waterfront cottage in historic Charlestown, Maryland

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD., holiday rental in Perryville
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD., holiday rental in Perryville
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD., holiday rental in Perryville

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Suite w/Kitchenette, holiday rental in Perryville
Private Suite w/Kitchenette, holiday rental in Perryville
Private Suite w/Kitchenette, holiday rental in Perryville

Private Suite w/Kitchenette

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Waterfront Historical District Home Near River, holiday rental in Perryville
Waterfront Historical District Home Near River, holiday rental in Perryville
Waterfront Historical District Home Near River, holiday rental in Perryville

Waterfront Historical District Home Near River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Victorian home just a block from the water in historic Havre de Grace!, holiday rental in Perryville
Victorian home just a block from the water in historic Havre de Grace!, holiday rental in Perryville
Victorian home just a block from the water in historic Havre de Grace!, holiday rental in Perryville

Victorian home just a block from the water in historic Havre de Grace!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Cooper House in Charlestown MD, holiday rental in Perryville
The Cooper House in Charlestown MD, holiday rental in Perryville
The Cooper House in Charlestown MD, holiday rental in Perryville

The Cooper House in Charlestown MD

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay, holiday rental in Perryville
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay, holiday rental in Perryville
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay, holiday rental in Perryville

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Long Beach Cottage, (romantic couple’s getaway), holiday rental in Perryville
Long Beach Cottage, (romantic couple’s getaway), holiday rental in Perryville
Long Beach Cottage, (romantic couple’s getaway), holiday rental in Perryville

Long Beach Cottage, (romantic couple’s getaway)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Showing results 1-32 of 32
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