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Port Deposit Holiday Rentals

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28 rentals in Port Deposit.
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Gwendolyn's Marigold Manor 2 bedroom 'Cottage', holiday rental in Port Deposit

Gwendolyn's Marigold Manor 2 bedroom 'Cottage'

1 bedroom
1 bathroom
Sleeps 4
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Piece of Heaven on the Chesapeake, holiday rental in Port Deposit

Piece of Heaven on the Chesapeake

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PERUSE OUR INCREDIBLE REVIEWS!  Creekside Cottage Awaits Your Visit!, holiday rental in Port Deposit

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 Port Deposit

Nancy’s Touch, A Waterfront Paradise

3 bedrooms
2 bathrooms
Sleeps 6
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Rustic Country Home in Southern Lancaster County, holiday rental in Port Deposit

Rustic Country Home in Southern Lancaster County

2 bedrooms
3 bathrooms
Sleeps 8
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Chesapeake Bay House on Private Beach, holiday rental in Port Deposit

Chesapeake Bay House on Private Beach

5 bedrooms
4 bathrooms
Sleeps 12
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Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret, holiday rental in Port Deposit

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

3 bedrooms
2 bathrooms
Sleeps 10
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Waterfront with Chesapeake Sunsets, holiday rental in Port Deposit

Waterfront with Chesapeake Sunsets

3 bedrooms
3 bathrooms
Sleeps 8
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Wooded Retreat Minutes From Fair Hill and University of Delaware, holiday rental in Port Deposit

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 Port Deposit

BEAUTIFUL BAY FRONT VIEW

3 bedrooms
2 bathrooms
Sleeps 6
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Elegant waterfront estate on the Upper Chesapeake Bay., holiday rental in Port Deposit

Elegant waterfront estate on the Upper Chesapeake Bay.

5 bedrooms
4 bathrooms
Sleeps 10
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Waterfront House, pier, close to Betterton Chestertown & Rockhall, holiday rental in Port Deposit

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 Port Deposit

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

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

A European styled retreat on Marylands Eastern Shore with Private pool

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

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 Port Deposit

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

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

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

1 bedroom
1 bathroom
Sleeps 3
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The Cottage at Broken Spoke Winery, holiday rental in Port Deposit

The Cottage at Broken Spoke Winery

3 bedrooms
2 bathrooms
Sleeps 6
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Tranquility inside and out, holiday rental in Port Deposit

Tranquility inside and out

3 bedrooms
2 bathrooms
Sleeps 6
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Private POOL*spacious but cozy cabin*Beautiful Adriondack furniture*Florida room, holiday rental in Port Deposit

Private POOL*spacious but cozy cabin*Beautiful Adriondack furniture*Florida room

3 bedrooms
3 bathrooms
Sleeps 8
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Full size 1-2 person bedroom in beautiful wooded private property(PURPLE), holiday rental in Port Deposit

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mill Creek Falls Retreat Center - Guest House, holiday rental in Port Deposit

Mill Creek Falls Retreat Center - Guest House

3 bedrooms
3 bathrooms
Sleeps 10
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Beautiful House in the Heart of Bel Air, Maryland, holiday rental in Port Deposit

Beautiful House in the Heart of Bel Air, Maryland

2 bedrooms
2 bathrooms
Sleeps 4
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NEW! Riverfront Cabin w/Hot Tub, 2H from NYC & DC!, holiday rental in Port Deposit

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

5 bedrooms
2 bathrooms
Sleeps 8
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Tentrr Signature Site - Conowingo Creek Campsite, holiday rental in Port Deposit

Tentrr Signature Site - Conowingo Creek Campsite

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

Waterfront Sailor's River Cottage

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

Waterfront Views and a Sandy Beach

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

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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