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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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Clearview

5800 Tilghman Beach Drive
Tilghman Island - Cottage
Bedrooms: 3
Sleeps: 7
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


A great little cottage with big amenities, Clearview is the answer to your getaway needs. Swimming pool, hot tub, fresh decorating and painting, and...more
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Graceful View

7722 Latch String Lane
Bozman - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


At the end of this meandering lane lies this rural cottage, quiet and serene, overlooking Grace Creek and P T Hambelton's--a crabbing operation that can...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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Pride and Joy Cottage

100 Caroline Street
Oxford - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terrific spot for those looking for a step back...more
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Macks Landing

22801 Pot Pie Road
Wittman - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


This charming property located just outside of St. Michaels has all you need for plug-n-play fun for your family! A playgym, private swimming pool,...more
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Mallards Landing

26561 Arcadia Shores Rd.
Easton - Cottage
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels MD. ...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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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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Gladimere Glad I'm Here""

27922 Tred Avon Drive
Easton - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


Perfectly located between Oxford and Easton - Gladimere is nestled on 3 1/2 acres of private waterfront but minutes to the best that each...more
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Swans Rest

26577 Arcadia Shores Road
Easton - House
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


The Swans Rest vacation home is the "easy button". No surprises, everything upgraded and well decorated. Full onsite amenities - check out the...more
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101 E. Dover Street
Easton, MD 21601


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