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Dog Friendly: Yes

Showing 1 - 10 of 41 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!

  Name | Bedrooms | Sleeps << Prev Go to page: 1 2 3 4 5 Next >>  

Thistle Dew

7052 Sycamore Lane
Royal Oak - Cottage
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


When first entering this darling cottage the current owners promptly grinned and said "This will do" and thus was born "Thistle Dew". This...more
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Pines at Barrett Cove

7149 Drum Point Road
St. Michaels - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


One of our most popular houses, Pines at Barrett Cove offers virtually everything you need for your next vacation. A gourmet kitchen and spacious...more
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Gladimere Glad I'm Here""

27922 Tred Avon Drive
Easton - Cottage
Bedrooms: 3
Sleeps: 8
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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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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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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Osprey Point

7135 Solitude Road
St. Michaels - House
Bedrooms: 3
Sleeps: 8
Dogs Allowed, Linens/Towels Provided


Conveniently located between the charming towns of St Michaels and Easton, Osprey Point is just a stones throw away from numerous shops, boutiques, and dining...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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Duck Cove Cottage

6398 Duck Cove Lane
Neavitt - Cottage
Bedrooms: 2
Sleeps: 4
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


This little gem sits at the end of Duck Cove Lane in heart of Neavitt Village and 10 miles from St. Michaels. If...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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101 E. Dover Street
Easton, MD 21601


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