Choptank River Rentals
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Charmer Base for Eastern Shore Exploration
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful Vintage Farm House apartment located right in the mid of the Eastern Shore Peninsular, with its unique lo ...
Click For PricingExpedia
- From $325 per night (USD)
Expedia
A little slice of heaven on the Choptank River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A perfect getaway on our waterfront property .You will have your own private beach. You can enjoy crabbing ,fishing , ka ...
From $325 per night (USD)Expedia
- From $342 per night (USD)
VRBO
New Waterfront! Drop Anchor on Brannocks Bay. An Amazing waterfront retreat!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Take it easy at this unique and tranquil getaway located on the Choptank River with oceanliner views of the Chesapeake B ...
From $342 per night (USD)VRBO
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Expedia
Historic Farmhouse on the Chesapeake Bay! PANORAMIC Waterfront Sunsets. 🌅
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Beautifully Restored 1925 HISTORIC FARMHOUSE with panoramic waterfront views. New roof, new flooring, new furniture, new ...
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- From $288 per night (USD)
VRBO
Minutes from Downtown St. Michaels and Tilghman | Newly Renovated | Kayaks | Cha
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Eastern Shore Vacation Rentals presents Banyan Cottage. This impressive and simply idyllic 2BR/2BA vacation cottage is t ...
From $288 per night (USD)VRBO
- From $324 per night (USD)
Expedia
New listing! Riverside Retreat on the Choptank River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream vacation in the historic city of Cambridge, Maryland! This charming well appointed Riverview renta ...
From $324 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Bright, rustic, waterfront farmhouse retreat resting on over 9 acres. The water views can be enjoyed almost anywhere fro ...
From $550 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Magnificent Historic Home by Water is Ready!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Our house, built in 1736, is ideally located in the heart of historic Cambridge. Facing the Choptank River, it is 1/2 bl ...
From $499 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Beautiful Waterfront Retreat in Cambridge!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Spend your day crabbing and fishing off our new dock or simply sip your coffee or cocktails as you watch the sunrises an ...
From $292 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Modern Cambridge Cottage: Walk to Town, Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Pairing modern comforts with timeless charm, this 1-bath studio offers an ideal stay on your next visit to coastal Cambr ...
From $142 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Newly Remodeled Home, 10 Minute Walk to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect for Eagleman and Ironman weekends! Backs to bike course on Glasgow! 3 Blocks From Historic Downtown! The whole ...
From $276 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Cozy Cambridge Retreat w\/ Casita Near Marina!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Your next family retreat awaits at this 4-bedroom, 3-bath home featuring a spacious casita! With its central location, t ...
From $434 per night (USD)Expedia
- From $863 per night (USD)
VRBO
Waterfront Estate w\/ Stunning Views, Deepwater Dock, Pool, HotTub, Kayaks & More
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
5/20/24 Update: we have 6 remaining days available for booking in 2024, including over Labor Day and during IRONMAN. Thi ...
From $863 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Luxury on the river, steps to downtown &boat ramp!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully crafted 1915 Sailmakers home nestled perfectly off the choptank harbor. Newly renovated with stunning appoin ...
From $299 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Downtown Cambridge | Historic Charm | Modern Upgrades
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect location for an easy getaway in any season! Overlooking Cambridge's stunning marina and yacht club, this im ...
From $253 per night (USD)VRBO
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Expedia
A Kozy Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
About this space From the balcony of this Kozy Waterfront Condo, enjoy relaxing sunsets overlooking the marina, and a bi ...
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- From $321 per night (USD)
VRBO
Minutes from Downtown Cambridge | Private Dock | Kayaks | Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This gorgeous 2-bedroom , 2-bathroom cottage waterfront was designed with your comfort in mind. Your search for the fin ...
From $321 per night (USD)VRBO
- From $249 per night (USD)
VRBO
The Crabby Little Oyster Cottage in Cambridge MD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Crabby Little Oyster Cottage offers incomparable peace and quiet and convenience. This home has some special touches ...
From $249 per night (USD)VRBO
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VRBO
NEW Listing WATERFRONT sleeps 10 5 bedrooms 4 1\/2 bths - dock & pool STN-23-23
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
STN-23-23 - First time offered waterfront located on Boone Creek between Oxford and Easton. Home features 5 bedrooms - ...
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- From $431 per night (USD)
VRBO
New private waterfront Eastern shore home w\/ pier + peaceful water views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Peaceful Point! Come enjoy the beauty of the water and the serenity it brings at Peaceful Point. This perfe ...
From $431 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming 3-bedroom Midcentury modern home in Cambridge! This stunning home boasts a retro vibe with uniqu ...
From $144 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Waterfront property with private boat ramp and new dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private Boat Ramp and Large New Pier on your property! Launch your own boat from the private boat ramp or enjoy our wa ...
From $225 per night (USD)Expedia
- From $350 per night (USD)
VRBO
High Water Guest House<br>
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Second floor apartment overlooking the Cambridge Creek and the beautiful Choptank River. Ideal location at the end of h ...
From $350 per night (USD)VRBO
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Expedia
Private Waterfront Cottage on Bolingbroke Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Totally Private, quiet water-front cottage with wood burning fireplace and exclusively private 60' Lap Pool(open mid-Apr ...
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- From $180 per night (USD)
VRBO
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy historic Cambridge all year at this fully stocked and freshly renovated 2 bedroom, 2.5 bath townhouse across the s ...
From $180 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Fabulous SUMMER rates!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This newly built cottage is located in the quaint waterman's community of Tilghman Island. The perfect spot to ...
From $215 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Family friendly with a Pool and Game Room. Convenient Location with a view.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Come stay at this centrally-located home with beautiful views of the Choptank River. Enjoy sun filled days by the custom ...
From $367 per night (USD)VRBO
- From $422 per night (USD)
Expedia
\"Point of View\" Waterfront cottage with panoramic views on Tilghman Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Tilghman Island “Point of View” is a waterfront property located on Tilghman Island, with a 270-degree water view ov ...
From $422 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Skipjack cottage an original watermen's home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: If you are looking for a peaceful & friendly area to getaway too, look no further. Once across the bridge you ...
From $295 per night (USD)VRBO
- From $350 per night (USD)
Expedia
SIMPLICITY COTTAGE - 3 DAY MINIMUM 10% OFF ROOM CHARGE IN JUNE availability.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STRN-23-58 Renovated Waterman's Cottage circa 1920. Wide water views and bay breezes! This fantastic 1920's Waterman's c ...
From $350 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ST-217-FLU Welcome to your dream waterfront getaway just moments away from the charming town of St. Michaels. This met ...
From $580 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Pet-Friendly Cambridge Home - Walk to River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Retreat to Cambridge with your loved ones and book this 3-bedroom, 1.5-bath vacation rental, 'The Happy Heron!' This hom ...
From $245 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Downtown Oxford | Outdoor Dining | Character Filled
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and airy 3BR, 2BA cape cod vacation home in Oxford is designed with your comfort in mind. The free-flowing f ...
From $247 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Beautiful Home in Historic Waterfront District, Walk to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
➤ Just 1 block from the water, this Spacious unique Historic Home has been Renovated & Beautifully Furnished for a comfo ...
From $213 per night (USD)Expedia
- From $998 per night (USD)
VRBO
Scenic and private waterfront eastern shore home.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome to "The Cove at Cambridge" in Cambridge, Maryland. It is located on a private 38-acre farm with over 1000 ft of ...
From $998 per night (USD)VRBO
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VRBO
House in quiet neighborhood, on the water, with large backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Cambridge, this delightful house is a dream. With 2 tranquil bedrooms featuring 2 queen beds, guests will fee ...
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- From $450 per night (USD)
VRBO
Charming 4 bedroom in Historic Cambridge\n\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy the old world charm of this home, built in 1894 in the historic district of the picturesque and diverse town of Ca ...
From $450 per night (USD)VRBO
- From $265 per night (USD)
Expedia
B&B - The Lawson
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful bed & breakfast is the perfect home base for your visit. The property includes a small beach, Adirondack ...
From $265 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Upscale Condo in Historic Downtown Cambridge, Maryland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this fully renovated historic condo nestled in the heart of downtown Cambridge, Maryland, with its fabulous d ...
From $175 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Historic and Spacious Stewart House
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
The Stewart House is a large, beautiful 18 th century home in located the heart of the historic district of Cambridge on ...
From $900 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Relaxation Haven on the Shore near Choptank River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
No matter you're from a family long time no see for each other or a group of friends who miss your get togethers, Relaxa ...
From $207 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Beautiful Home in the Historic District w\/pool
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful home in the Historic West End has so much to offer! Walking distance to all that Downtown Cambridge has ...
From $671 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Duck Cove Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
STR License - ST-639-DUN Come enjoy our charming, fully updated and renovated waterfront cottage located in the Eastern ...
From $333 per night (USD)VRBO
- From $499 per night (USD)
Expedia
WATERFRONT!! HOT TUB!! 4 BED\/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy this large peaceful Waterfront cabin-style home with your whole group! This beautifully updated home is super spac ...
From $499 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Waterviews, Comfort & Convenience!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for some rest or relief…or perhaps just a little fun? This home is just steps away from the Cambridge Yacht Basi ...
From $299 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Idyllic private waterfront location within walking distance to historic Oxford!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sailor's Cottage allows you to get away from it all within walking distance of the charming and historic town of Oxford. ...
From $380 per night (USD)Expedia