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Perryville Holiday Rentals

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26 rentals in Perryville.
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Piece of Heaven on the Chesapeake, holiday rental in Perryville

Piece of Heaven on the Chesapeake

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret, holiday rental in Perryville

Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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PERUSE OUR INCREDIBLE REVIEWS!  Creekside Cottage Awaits Your Visit!, holiday rental in Perryville

PERUSE OUR INCREDIBLE REVIEWS! Creekside Cottage Awaits Your Visit!

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Nancy’s Touch, A Waterfront Paradise, holiday rental in Perryville

Nancy’s Touch, A Waterfront Paradise

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chesapeake Bay House on Private Beach, holiday rental in Perryville

Chesapeake Bay House on Private Beach

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Life is better at the RIVER!--Cozy waterfront cottage, holiday rental in Perryville

Life is better at the RIVER!--Cozy waterfront cottage

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront with Chesapeake Sunsets, holiday rental in Perryville

Waterfront with Chesapeake Sunsets

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wooded Retreat Minutes From Fair Hill and University of Delaware, holiday rental in Perryville

Wooded Retreat Minutes From Fair Hill and University of Delaware

3 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFUL BAY FRONT VIEW, holiday rental in Perryville

BEAUTIFUL BAY FRONT VIEW

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant waterfront estate on the Upper Chesapeake Bay., holiday rental in Perryville

Elegant waterfront estate on the Upper Chesapeake Bay.

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront House, pier, close to Betterton Chestertown & Rockhall, holiday rental in Perryville

Waterfront House, pier, close to Betterton Chestertown & Rockhall

4 bedrooms
2 bathrooms
Sleeps 12
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Eastern Shore Getaway: Sleeps 10, Large Yard, Close To Beach, holiday rental in Perryville

Eastern Shore Getaway: Sleeps 10, Large Yard, Close To Beach

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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A European styled retreat on Marylands Eastern Shore with Private pool, holiday rental in Perryville

A European styled retreat on Marylands Eastern Shore with Private pool

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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House with barn, 1 acre fenced on 3 acres near Fair Hill Equestrian Events, holiday rental in Perryville

House with barn, 1 acre fenced on 3 acres near Fair Hill Equestrian Events

3 bedrooms
1 bathroom
Sleeps 5
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Renovated Victorian just a block from the water in historic Havre de Grace, holiday rental in Perryville

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy home with fenced in yard. 2 block walk to historic downtown!, holiday rental in Perryville

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

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Cottage at Broken Spoke Winery, holiday rental in Perryville

The Cottage at Broken Spoke Winery

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tranquility inside and out, holiday rental in Perryville

Tranquility inside and out

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Full size 1-2 person bedroom in beautiful wooded private property(PURPLE), holiday rental in Perryville

Full size 1-2 person bedroom in beautiful wooded private property(PURPLE)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful House in the Heart of Bel Air, Maryland, holiday rental in Perryville

Beautiful House in the Heart of Bel Air, Maryland

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Gwendolyn's Marigold Manor 2 bedroom 'Cottage', holiday rental in Perryville

Gwendolyn's Marigold Manor 2 bedroom 'Cottage'

1 bedroom
1 bathroom
Sleeps 4
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NEW! Riverfront Cabin w/Hot Tub, 2H from NYC & DC!, holiday rental in Perryville

NEW! Riverfront Cabin w/Hot Tub, 2H from NYC & DC!

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Conowingo Creek Campsite, holiday rental in Perryville

Tentrr Signature Site - Conowingo Creek Campsite

1 bedroom
1 bathroom
Sleeps 4
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Waterfront Sailor's River Cottage, holiday rental in Perryville

Waterfront Sailor's River Cottage

2 bedrooms
1 bathroom
Sleeps 6
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Waterfront Views and a Sandy Beach, holiday rental in Perryville

Waterfront Views and a Sandy Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Big house w/ big backyard! Everything you need in a house & stay is right here., holiday rental in Perryville

Big house w/ big backyard! Everything you need in a house & stay is right here.

3 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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