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Dog Friendly: Yes

Showing 1 - 10 of 39 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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Lovely Cove Farm

23542 Lovely Lane
Chestertown - House
Bedrooms: 4
Sleeps: 11
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


What do we love the most about this property? The list is long We love the meandering driveway to the shaded 12 acre parcel...more
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Martini Cottage

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


This charming Sears Cottage is located next to Pope's Tavern in the heart of Oxford. Newly furnished, views of the marina from the front...more
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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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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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Mallard Point Cottage

9149 Mallard Point Court
McDaniel - Cottage
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


We love this cottage for what it is not - it isn't busy, cluttered or noisy. Mallards Point Cottage is serene, well appointed and provides...more
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Sunset Beach Cottage

909 Parsons Drive
Madison - Cottage
Bedrooms: 7
Sleeps: 14
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


Sunset Beach Cottage is the full package. Tons of sleeping for multiple families yet masquerading as a cozy cottage providing families and friends 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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Heron Point

25680 Edgeview Road
Royal Oak - Cottage
Bedrooms: 4
Sleeps: 9
Dogs Allowed, Linens/Towels Provided


Perched on over 3 acres of waterfront this unassuming quaint cottage packs a punch. A true point of land with water on three sides and...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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Red Shake Cottage

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


We love this cottage for many reasons - the great location - you can walk to everything, particularly our favorite ice cream store - Victors,...more
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101 E. Dover Street
Easton, MD 21601


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