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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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Bushey Heath Farm

25608 Bushey Heath Road
Royal Oak - House
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Linens/Towels Provided


A traditional Eastern Shore farmhouse, Bushey Heath Farm is a rustic retreat just miles from St. Michaels. Tucked away on a very private 90...more
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Captains Cottage

8978 Glebe Creek Road
Easton - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


This darling well kept waterfront cottage is situated just minutes from historic Easton but on lovely private waterfront on Glebe Creek. Enjoy bright decorating,...more
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Tides Out

23969 Mt. Pleasant Road
St. Michaels - House
Bedrooms: 6
Sleeps: 12
Dogs Allowed, Kayak(s) Included, Linens/Towels Provided


A retired couple's desire to travel is your family's gain! Tides Out was custom designed and built as the owner's waterfront retreat for themselves...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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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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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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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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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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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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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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101 E. Dover Street
Easton, MD 21601


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