Little Choptank River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Little Choptank River, Maryland on RentalSaver.com!

Little Choptank River Rentals

From $1969 per night (USD)
VRBO
Remarkable waterfront property on 270 acres
Bedrooms:
6
Bathrooms:
5
Sleeps:
15
Located on the Little Choptank River, Cherry Point Farm is a 280-acre historic sporting estate with over 25,000 feet of ...
From $1969 per night (USD)
VRBO
$\Endless Summer\ Waterfront on the Chesapeake Bay!$
From $654 per night (USD)
Expedia
\"Endless Summer\" Waterfront on the Chesapeake Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
A private waterfront Oasis! This exceptional 4 bedroom, 3 bathroom Rural waterfront Eastern Shore home sits on over 6 ac ...
From $654 per night (USD)
Expedia
From $455 per night (USD)
VRBO
Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Escape to this stunningly renovated 5-bed waterfront home on Hudson Creek in Cambridge, MD. Perfect for both luxury seek ...
From $455 per night (USD)
VRBO
From $1258 per night (USD)
Expedia
Spacious 7-bedroom property with guest house, Wifi, AC in lovely Cambridge
Bedrooms:
4
Bathrooms:
7
Sleeps:
6
Take it all in and relax at this beatiful Cambridge waterfront getaway on nearly five acres. It boasts a guest house wit ...
From $1258 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Peaceful family get away with in ground pool and close to town
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Only 4 miles from town, come and relax in this newly renovated 2750 sq ft waterfront home on Fishing Creek. This home f ...
From $627 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
We would like to welcome you to our charming getaway. This is the ideal spot for families, friends, or business retreats ...
From $621 per night (USD)
Expedia
From $1110 per night (USD)
VRBO
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Beautiful Private Retreat with Pool located on Covey Creek The Bird's Nest on Covey Creek is a comfortable and well-app ...
From $1110 per night (USD)
VRBO
From $453 per night (USD)
Expedia
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Welcome to The Blue Heron, named for "Henry", the Heron that visits daily. Spacious areas for large groups to gather a ...
From $453 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
This 4 bedroom 2 bath home is perfectly situated on a picturesque peninsula on Hudson Creek. There is a beautiful water ...
From $471 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Waterfront Getaway with Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bicyclist's and outdoorsman's dream! Neat little rancher on two waterfront acres just 4 miles from Blackwater Wildlife R ...
From $219 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Sunset Breezes - quiet waterfront retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. G ...
From $316 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
This charming century old Eastern Shore farmhouse is situated on Brooks Creek in the heart of the Chesapeake Bay. It is ...
From $795 per night (USD)
Expedia
From $1832 per night (USD)
VRBO
Short drive to Downtown Cambridge | Pool | Private Dock | Game Room | Stunning V
Bedrooms:
6
Bathrooms:
7
Sleeps:
20
Waterfront Farmhouse Surrounded by Nature With over 6500 square feet of living space, tall ceilings, and spacious rooms ...
From $1832 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Chesapeake Sunset Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Only sunsets and stars. No neighbor. Surrounded on three sides by water. Totally quiet. Modern but peac ...
From $452 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Amazing views waterfront 3-bedroom home in Madison
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Bring the whole family to this peaceful place to stay. Located on the water at Madison Bay, just south of Cambridge. The ...
From $322 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Choptank Riverside Retreat, your peaceful escape in historic Cambridge, MD. Designed for rest and rejuvenatio ...
From $397 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to Juniper Cove! Large luxury waterfront home on 15 private acres, with a large in-ground salt water pool in Cam ...
From $894 per night (USD)
VRBO
From $992 per night (USD)
VRBO
NEW! Cattail Cove: Waterfront Retreat w/Guest House, Hot Tub, Pool,Fire Pit,Dock
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Welcome to Cattail Cove, the perfect riverside escape! We want you to enjoy our gorgeous waterfront oasis where you have ...
From $992 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Outrigger at Swan Cove Manor
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Nestled on 22 acres the Outrigger is one of 5 homes on the property. Very private, ample parking and a fully stocked kit ...
From $504 per night (USD)
VRBO
From $1231 per night (USD)
VRBO
Mariner at Swan Cove Manor
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
The Mariner on Swan Cove has a very private location and awaits your next family vacation getaway. It is one of 5 homes ...
From $1231 per night (USD)
VRBO
From $1090 per night (USD)
VRBO
Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This charming private waterfront cottage on 7 private acres sits on Marylands beautiful Eastern Shore. Cedar Point cotta ...
From $1090 per night (USD)
VRBO
From $1242 per night (USD)
Expedia
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Bedrooms:
6
Bathrooms:
7
Sleeps:
28
This 6,900 square foot 7 bedroom 6 - 1/2 bathroom waterfront estate home with enormous swimming pool comfortably sleeps ...
From $1242 per night (USD)
Expedia
From $302 per night (USD)
VRBO
The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Better pricing on other sites, Please look there. 'The Cottage' at Heron Cove is a cozy retreat situated on a scenic p ...
From $302 per night (USD)
VRBO
From $465 per night (USD)
VRBO
BayDreams - IronMan/Eagleman Retreat on the bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Heavenly sunsets will dazzle you at our Chesapeake Bay vacation home. Whether you are fishing, crabbing, paddle boarding ...
From $465 per night (USD)
VRBO
From $1190 per night (USD)
VRBO
CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
This magnificent historic home was has been recently renovated to include all the modern day comforts and is situated on ...
From $1190 per night (USD)
VRBO
From $6232 per night (USD)
VRBO
Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
Bedrooms:
16
Bathrooms:
20
Sleeps:
60
***Waterfronts homes with pools are booked until September 13, 2020. We are also taking reservations for 2021*** This es ...
From $6232 per night (USD)
VRBO
From $1181 per night (USD)
VRBO
Waterfront 5BR/3.5BA with private pool, dock, fire pit, kayaks, beach Sleeps 18
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Spinnaker at Swan Cove has a great location on 6 private waterfront acres and awaits your next family vacation or ge ...
From $1181 per night (USD)
VRBO
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Expedia
Private waterfront cottage with pool on Church Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Close to Blackwater National Wildlife Refuge and the Harriet Tubman Center, enjoy peaceful days at our secluded waterfro ...
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Expedia
From $555 per night (USD)
VRBO
Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Beautifully appointed 19th century farmhouse situated on 23 acres of pristine beauty with pool and 2,000 feet of unspoil ...
From $555 per night (USD)
VRBO
From $885 per night (USD)
VRBO
A Vacation Away From It All-Family And Pet Friendly
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Built in 1990, this exceptional post and beam Lodge offers over 4,700 square feet with 5 bedrooms and 5 baths. Random-wi ...
From $885 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Gorgeous, Waterfront Home -- Perfect for Families and Large Groups -- Lots to Do
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Hudson Creek Beautiful Private Estate has it all and is a Perfect Get Away! Think of it as a Country Home on the Water - ...
From $859 per night (USD)
VRBO
From $1256 per night (USD)
VRBO
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
Fishing Cove is a fully-furnished eight-bedroom six-bath private waterfront family-friendly house tucked away in a lush ...
From $1256 per night (USD)
VRBO
From $807 per night (USD)
VRBO
Renovated Historic Waterfront Home with Pool, Dock, 200 acres
Bedrooms:
4
Bathrooms:
7
Sleeps:
18
Spocott is a 350-year-old house, newly renovated to provide a unique blend of history, environment, and modern comfort f ...
From $807 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Quarterdeck at Swan Cove Manor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on 22 acres, the Quarterdeck at Swan Cove Manor is one of five homes on the property. Very private with private ...
From $240 per night (USD)
VRBO
From $820 per night (USD)
VRBO
Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
17
Brick rancher nestled on a 23-acre nature hideaway. Large deck attached to a huge screened porch overlooking (private) i ...
From $820 per night (USD)
VRBO
From $1467 per night (USD)
VRBO
Waterfront Family Retreat with Pool on 7+ acres!
Bedrooms:
5
Bathrooms:
10
Sleeps:
24
Looking for a place to really enjoy nature, boating, fishing, swimming, family games, campfires and more? Bring your boa ...
From $1467 per night (USD)
VRBO
From $942 per night (USD)
VRBO
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Bedrooms:
5
Bathrooms:
7
Sleeps:
18
5+ acres, private pool, wide water, sandy beach, dock, boats, firepit & bikes Beautiful, newer custom 3-story home w/ w ...
From $942 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Family and Pet-Friendly, Waterfront with Pier
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
There are two houses on the property. In June of 2015 we completed a full and total re-build of the carriage house and ...
From $305 per night (USD)
Expedia
From $832 per night (USD)
VRBO
Multi-Generational Waterfront Retreat with Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
2026 will be our ninth year that we have invited guests to rent summer weeks at our home. We think it is a very special ...
From $832 per night (USD)
VRBO
From $983 per night (USD)
VRBO
Waterfront retreat, beautiful views!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Beautiful, sun-filled, waterfront home where the Choptank meets the Chesapeake Bay. Water views from nearly every window ...
From $983 per night (USD)
VRBO
From $1425 per night (USD)
VRBO
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
Bedrooms:
6
Bathrooms:
7
Sleeps:
17
Cozy Yet Spacious Waterfront Getaway! This 8BR, 5 BA, 2 HBA property is what you are looking for! Your dream vacation a ...
From $1425 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Escape with family or friends to this peaceful, 4-bedroom retreat on the water
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Escape with family or friends to this peaceful, 4-bedroom retreat on the waterfront. With breaktaking views of the river ...
From $286 per night (USD)
Expedia
From $738 per night (USD)
VRBO
New! Chesapeake Bay Retreat!
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Escape to this lovely 6-bedroom house and guest house on the Chesapeake Bay for a relaxing getaway. Amazing Freightliner ...
From $738 per night (USD)
VRBO
From $897 per night (USD)
VRBO
Waterfront Retreat w Heated Salt Water Pool: Private Pier w Boat Docking
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Welcome to your perfect family getaway on Maryland’s Eastern Shore! Set on 4 peaceful acres along the river, our home is ...
From $897 per night (USD)
VRBO
$Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets\n$
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VRBO
Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy this beautiful Brand new Completely refinished loft studio above two car garage,, just behind the Main Cottage. S ...
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VRBO
From $493 per night (USD)
VRBO
Waterfront Cambridge Home: Pool & Dock!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Find your slice of paradise at ‘Hudson Creek Retreat,’ a 4-bed, 4-bath Cambridge vacation rental. This family home offer ...
From $493 per night (USD)
VRBO
From $1738 per night (USD)
VRBO
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Bedrooms:
5
Bathrooms:
7
Sleeps:
27
Discover the epitome of luxury at this 7-bedroom, 5.5-bathroom vacation rental in Cambridge. Boasting over 10,000 square ...
From $1738 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Waterfront Getaway for Two
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Swan Cove Manor is a 27 acre private 5 house estate with 3 waterfront homes and 2 non-waterfront homes. This room is a ...
From $165 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax and unwind at our 2 acre waterfront cottage. Enjoy the private dock, kayaks, fire pit, front porch, or back deck! ...
From $281 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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Expedia
From $1554 per night (USD)
VRBO
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
Bedrooms:
3
Bathrooms:
7
Sleeps:
22
7 Night Peak and 3 Night Shoulder Minimum Stay! 10% Discount for Weekly Rental! Crab Season starts April 1st! Sleeps ...
From $1554 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Bayfront Gem w/ Amazing Water Views + Pond!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Whether you’re in town for leisure or business, this vacation rental is the perfect setting for your next retreat to Mar ...
From $581 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Private 9 acre Family Retreat on the Chesapeake Bay
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
This beautiful large home consists of 5 bedrooms, 4 bathrooms with stunning views of the Chesapeake. The home offers a l ...
From $671 per night (USD)
VRBO
From $455 per night (USD)
Expedia
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 $455 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Goose landing Waterfront Delight! Lee Creek Farm is a vacation oasis!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Goose Landing! Bring the entire family! Inground Pool, Kayaks, canoes, fire pit, ping pong all in a country setting! - T ...
From $784 per night (USD)
VRBO
$Guest House: Farm homestead\n$
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Expedia
Guest House: Farm homestead\n
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Quiet country guest house with 1 BR/ 1 BA, queen sleeper sofa and fully stocked kitchen. Coffee/tea provided. Come relax ...
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Expedia
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VRBO
Waterfront cabin with incredible sunsets on Maryland's Eastern Shore.
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
Tiny house on property with owners' residence. Launch your boat at nearby free boat launch and tie it up in front of th ...
Click For Pricing
VRBO
From $1182 per night (USD)
VRBO
Scenic and private waterfront eastern shore home.
Bedrooms:
3
Bathrooms:
5
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 $1182 per night (USD)
VRBO
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO

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Little Choptank River Rentals

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Results: 59 Rentals