| Name | Type | Bed | Bath | Sleeps | | | Rate
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Waterfront Retreat Located on Taylors Island |
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5 Br |
2 Bath |
Sleeps 18 |
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| Beautifully appointed 19th century farmhouse situated on 17 acres of pristine beauty with 2,000 feet of unspoiled shoreline located on the Chesapeake Bay of Maryland’s Eastern Shore. This waterfront property is perfect for family retreats, celebrations... | | | |
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Cambridge Victorian in Historic Cambridge, MD |
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3 Br |
3 Bath |
Sleeps 8 |
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| Enjoy a week with your friends and family at a charming 1895 Victorian house in the historic district of Cambridge -- in Dorchester County, on Maryland's scenic Eastern Shore. The smoke-free house is located just three blocks from the city marina on the C... | | | |
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Bayberrycove - 11 Acre Private Waterfront Retreat-Pool/Hot Tub |
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5 Br |
4 Bath |
Sleeps 15 |
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| Bayberry Cove is the perfect Chesapeake Bay private retreat for a family vacation or a group of friends and kids to get away from it all. The house is just 100 feet from the water's edge. (See the photograph link below which takes you to a photo website w... | | | |
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Waterfront Property |
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3 Br |
2 Bath |
Sleeps 7 |
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| This contemporary, wheelchair accessible, 3 bedroom, 2 bath waterfront home is located on beautiful Church Creek, just 10 minutes from Cambridge, Maryland and the Hyatt Regency Resort, on a wooded 5 ½ acre parcel, nestled amongst 80 year old towering... | | | |
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Serenity Acres - Waterfront, 23 Private Acres, Dock & Pool |
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4 Br |
3.5 Bath |
Sleeps 17 |
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| Brick rancher nestled on a 23-acre nature hideaway. Large deck attached to a huge screened porch overlooking in-ground pool and private cove. Quiet, peaceful, tranquil--the PERFECT vacation location.BRING YOUR BOAT (boat slip provided), kayak, row boat, r... | | | |
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Stunning Wide Water Views; Private Beach; Walk to Resort |
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6 Br |
3.5 Bath |
Sleeps 20 |
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| This elegant contemporary home sits up on a bluff overlooking the Choptank River. Enjoy your days outside under the many shade trees; in the 24 foot screened gazebo; or inside where you can enjoy spectacular views of sunrise and sunset over two miles of t... | | | |
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New, Luxury Waterfront - Private W/ Beach, Heated Pool & More |
Loft |
6 Br |
5 Bath |
Sleeps 16 |
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| New, large and luxurious waterfront vacation rental home - heated pool - on 400+- feet of Chesapeake waterfront - near Cambridge, also Easton, St. Michaels and Oxford. If you seek a large family vacation rental that feels like a new resort, this is one(... | | | |
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Exclusive Private Estate on Chesapeake Bay - Beach, Pool, Dock |
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11 Br |
7.5 Bath |
Sleeps 34 |
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| Come to Ransome's Chesapeake Retreats "RCR", a private, 250-acre, waterfront estate with one mile of shoreline on the magnificent Chesapeake Bay of Eastern Shore, Maryland. "RCR" is the ideal setting for Family Reunions, Corporate Ret... | | | |
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Cambridge Vacation Rental - Five to Nine Bedrooms |
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5 Br |
3.5 Bath |
Sleeps 12 |
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| Swan Cove Hamilton is a lovely, waterfront, Cape Cod on the water with private dock and private swimming pool. Enjoy spectacular sunrises and sunsets from nearly every room of the house! The Hamilton offers 5 bedrooms and 3.5 bathrooms, as well as a guest... | | | |
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Cottage W/Pool,Sandy Beach, Kayaks |
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3 Br |
2 Bath |
Sleeps 9 |
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| This charming cottage located just outside Historic Cambridge, Maryland is just the ticket for a relaxing getaway for friends or a small family.Nestled among 100 foot Cedars and Pines on over six acres, this hideaway will immediately take you away and hel... | | | |
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The Ultimate Chesapeake Bay Vacation Rental! |
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5 Br |
2.5 Bath |
Sleeps 16 |
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| Enjoy spectacular sunsets on 5 plus acres, surrounded by open country and panoramic waterviews. Peace and quiet of nature surrounds you. Magnificent landscaping, tall shade trees, sandy beach, dock and new swimming pool are some of the features that adorn... | | | |
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Large Luxury Waterfront Compound with Docks & Pools |
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6 Br |
3.5 Bath |
Sleeps 12 |
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| At the end of a long tree-lined drive,lies the 100-year-old Swan Cove Compound on the Little Choptank River. The charm of each home has been enhanced by a multitude of modern amenities, added during the recent renovations, making this a completely refurni... | | | |
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Experience a Chesapeake Bay Vacation at Swan Cove |
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4 Br |
3.5 Bath |
Sleeps 10 |
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| Swan Cove Stonebridge is a beautiful waterfront Colonial with 4 bedrooms (3.5 bathrooms). The Stonebridge is located on a private estate with 25+ acres of waterfront charm. A private dock and private swimming pool are there for your enjoyment! This is the... | | | |
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Whispering Pines |
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3 Br |
2.5 Bath |
Sleeps 10 |
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| Perfect location in a secluded area, right on the water. Ranch nestled on a 13.5 acres hideaway.Peaceful, tranquil, quiet with a private boat dock, boat ramp and fish cleaning station. Fully equipped kitchen with granite counter tops and modern appliances... | | | |
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Whispering Pines at Castle Haven |
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5 Br |
2 Bath |
Sleeps 16 |
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| Imagine... waking up each morning to a secluded water front view of the Choptank River. Walk down to the dock with your morning coffee and newspaper and soak in the bay breeze. Later, relax poolside with a book or take in some water sports just a few ya... | | | |
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Madison Family Retreat 50% Off Winter Season |
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8 Br |
6.5 Bath |
Sleeps 26 |
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| Our home is strictly for families, no exceptions. ADA compliant elevator for ALL your families needs.This home is nestled away in a private water-front community. The tranquil location provides your family the relaxation everyone needs. The amenities lis... | | | |
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