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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!

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

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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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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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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Swan Harbor

715 Riverview Terrace
St. Michaels - House
Bedrooms: 4
Sleeps: 8
Dogs Allowed, Linens/Towels Provided


A sprawling one level home within blocks of the historic district of St. Michaels, Swan Harbor is a rare to find waterfront vacation home with...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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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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Grace Creek Cottage

23468 Train Lane
Bozman - Cottage
Bedrooms: 3
Sleeps: 6
Dogs Allowed, Linens/Towels Provided


This quaint cottage packs a punch with amenities. Renovated with a nod to its 1910 past, the wide screened porch opens to views of...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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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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Colstons Cove Farmhouse

1725 Brannocks Neck Road
Cambridge - House
Bedrooms: 4
Sleeps: 10
Dogs Allowed, Linens/Towels Provided


Situated on over 25 acres, we love this home's privacy with the beautiful waterside pool. The farmhouse renovation provides luxury amidst nature. Incredible views...more
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101 E. Dover Street
Easton, MD 21601


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