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Dog Friendly: Yes

Showing 1 - 10 of 42 Eastern Shore Maryland pet friendly lodging.

What is a vacation without your best friend? The Eastern Shore is a very dog friendly environment and over 75% of our homes are pet friendly. Multiple acres, the waterfront, you may even find an occasional dish of water and snack outside our storefronts for your canine friend. Please note that fees and conditions apply to our pet friendly homes, and our policy is dogs only. Do not let another season pass you by!

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Indian Fields

5919 Horns Point Road
Cambridge - House
Bedrooms: 5
Sleeps: 13
Dogs Allowed, Linens/Towels Provided


Bring your gear - on over 25 acres and 800' of south east shoreline Indian Fields is set up for an active vacation. Fishing,...more
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Casa de Suenos

7670 Ferry Cove Road
Sherwood - House
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


The home boasts 2,800 square feet of living space, 4,000 square feet of deck to enjoy the spectacular views of Chesapeake Bay and a guest...more
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Caulk's Cove

7130 Cooper Point Road
Bozman - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


A deep water pier with picturesque views make this a truly special spot for a weekend getaway, or mini vacation. Couples love the cozy...more
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Oxford Beach Cottage

712 S Morris Street
Oxford - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


Looking for a beach? You got it with the Oxford Beach Cottage. This darling basic cottage has it all, great value, westerly sunset...more
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Kamp Kolohe - Ko-Lo-Hey""

22741 Marshall Lane
Wittman - Cottage
Bedrooms: 3
Sleeps: 5
Dogs Allowed, Linens/Towels Provided


In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting term for this cottages as its casual decor speaks of the islands and a more...more
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Holland Point Preserve

624 Hoopers Neck Road
Taylors Island - Lodge
Bedrooms: 5
Sleeps: 14
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


Located at the end of the road in perfectly peaceful Taylors Island. The tidal marshes of Taylor's Island have been relatively untouched by the...more
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Crickets Waterman Cottage

100 High Street
Oxford - Cottage
Bedrooms: 2
Sleeps: 4
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


If you are looking for a get away cottage in the heart of a beautiful water oriented pedestrian friendly town - Crickets Cottage in Oxford...more
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Cods Point

30229 Cod's Point Road
Trappe - House
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Linens/Towels Provided


A wonderful getaway spot for a multi-family group, Cod's Point is a spacious, well appointed home that everyone will find equally comfortable. Adults love...more
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Memory Lane

216 Tilghman Street
Oxford - Cottage
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Linens/Towels Provided


Who says vacations are only for summer. This 1900 circa cottage is destined to be your favorite fall/winter getaway, boasting two fireplaces (one gas,...more
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Eagle Haven

5939 Horns Point Road
Cambridge - House
Bedrooms: 5
Sleeps: 18
Dogs Allowed, Linens/Towels Provided


Think back to a childhood vacation with your aunts, uncles, grandparents and cousins. Waking up to big breakfasts, running outside and letting your imagination...more
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101 E. Dover Street
Easton, MD 21601


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