Eastern Shore Vacation Rentals

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Pet 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 | Rate << Prev Go to page: 1 2 3 4 5 Next >>  

Graceful View

7722 Latch String Lane
Bozman - Cottage
Bedrooms 3
Sleeps: 6
Pets Allowed, Dock Suitable For Boating


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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Pier Street

115 West Pier Street
Oxford - Cottage
Bedrooms 3
Sleeps: 7
Pets Allowed, Kayak Included, Linens/Towels Provided


This home has it all! Very nicely and comfortably furnished, pool table, hot tub, wide, expansive views from most every room, kayaks and three...more
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Bayutiful

22170 Bayshore Road
Wittman - Cottage
Bedrooms 3
Sleeps: 6
Pets Allowed


This small cottage on the outskirts of St. Michaels offers a great opportunity for a quick getaway for a couple or small family. Expansive...more
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Crabbiest Cottage

24611 Long Haul Road
St. Michaels - Cottage
Bedrooms 3
Sleeps: 6
Pets Allowed, Dock Suitable For Boating


There is nothing to be crabby about when staying at this restful spot just outside St. Michaels. Comfortably furnished yet priced for the budget...more
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Bushey Heath Farm

25608 Bushey Heath Road
Royal Oak - House
Bedrooms 4
Sleeps: 8
Pets Allowed, Private Pool


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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Cods Point

30229 Cod's Point Road
Cambridge - House
Bedrooms 4
Sleeps: 12
Pets Allowed, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


A wonderful getaway spot for a multi-family group, Cod's Point is a spacious, well appointed home that everyone will find equally comfortable. Adults love...more
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Wingate Way

5710 Wingate Way
Cambridge - Cottage
Bedrooms 4
Sleeps: 10
Pets Allowed, Private Pool, Linens/Towels Provided


Wingate Way is a family friendly 3000' home with huge views of Brannock Bay, located on the Northen Neck outside of Cambridge. Guests have...more
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Peggy's Cove

29337 Glencoe Road
Kennedyville - Cottage
Bedrooms 3
Sleeps: 6
Pets Allowed, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


Peggy's Cove sits on a treed parcel overlooking Sassafras River. A gorgeous tree lined view from the interior, this cottage offers a bank of...more
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Captains Cottage

8978 Glebe Creek Road
Easton - Cottage
Bedrooms 3
Sleeps: 6
Pets Allowed, Private Pool, Dock Suitable For Boating, 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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East Bonfield Farm

4630 Boone Creek Road
Oxford - House
Bedrooms 5
Sleeps: 10
Pets Allowed, Private Pool, Linens/Towels Provided


Just on the outskirts of Oxford, Bonfield Farm is an expansive telescope home with wraparound views of Boone Creek. This home gives you the...more
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21 S. Harrison Street
Easton, MD 21601


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