Dorchester Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dorchester Area, Maryland on RentalSaver.com!

Dorchester Area Rentals

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 $339 per night (USD)
VRBO
Spacious, pet-friendly 3-bedroom home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this updated, single-level home with 3 bedrooms, a separate office (with doors), high-speed wifi, a large FENC ...
From $339 per night (USD)
VRBO
From $471 per night (USD)
Expedia
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)
Expedia
From $863 per night (USD)
VRBO
Waterfront, Private Saltwater Pool & Dock, Near Cambridge, Sleeps 10, Kayaks
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Come get away to a private oasis on the Warwick River, 10 minutes from the Hyatt and Historic Cambridge. It's as quiet a ...
From $863 per night (USD)
VRBO
From $393 per night (USD)
VRBO
1915 Historic Cambridge Property w/ Fire Pit!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Experience the deep-rooted history of Cambridge when you book this 5-bedroom, 3.5-bathroom vacation rental. This ideally ...
From $393 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
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Expedia
The Yellow Victorian in Historic Cambridge – Walk to Everything!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The best kept little secret! Historic Cambridge, less than 2hours from DC/VA and 1 hour to the beach. House is located j ...
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Expedia
From $435 per night (USD)
VRBO
Beautiful Colonial Home on the Choptank River
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this newly updated 4-bedroom, 2-bath colonial home for a fun-filled retreat on the Cambridge coast! Offering k ...
From $435 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 $600 per night (USD)
VRBO
Waterfront Nature/Outdoor Lovers Secluded Estate
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Thunderstick Lodge is 158-acre outdoor lovers paradise. This late 1800s built estate was totally remodeled in 2020. Eigh ...
From $600 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Single family home with screened porch.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Water view cozy remolded 118 year old home with a large, screened porch, gas log fireplace for winter stays, Blackwater ...
From $284 per night (USD)
Expedia
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VRBO
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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VRBO
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 $316 per night (USD)
Expedia
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)
Expedia
From $545 per night (USD)
VRBO
Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Create unforgettable memories by reserving your riverside retreat today! The primary bedroom features a luxurious king ...
From $545 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Cottage on Cabin Creek
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The cottage is the perfect place for a couple's get away. The views of Cabin Creek are stunning. You will enjoy beautifu ...
From $270 per night (USD)
VRBO
From $1242 per night (USD)
VRBO
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)
VRBO
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
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Expedia
Charming Coastal Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Cottage House is situated on Maryland's Lower Eastern Shore and is directly across from Tyaskin Park. There are bea ...
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Expedia
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
From $371 per night (USD)
VRBO
Peaceful Cambridge Home on Jenkins Creek
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
While we do not include linens/towels (EXCEPT DURING THE MONTHS OF JANUARY THROUGH APRIL!), we know you'll find other pr ...
From $371 per night (USD)
VRBO
From $621 per night (USD)
VRBO
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)
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 $244 per night (USD)
VRBO
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
SUMMER…PROMO:: FISHING TRIP IN 18 FOOT FIBERGLASS BOAT!!! FOR THOSE WHO BOOK A “WEEK” VACATION!! (The owner is an exp ...
From $244 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 $795 per night (USD)
VRBO
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)
VRBO
From $866 per night (USD)
VRBO
House close to Great Marsh Park and Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Two story Three bedroom house on tree line street half block from Great Marsh Park and Choptank River walking distance t ...
From $866 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
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Expedia
Historic 1918 House 1/2 Block from the Choptank River
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
This old fisherman's home in the historic district of Cambridge has been recently renovated and is close to restaurants, ...
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Expedia
From $286 per night (USD)
VRBO
Riverside Lodge Bed & Breakfast on the Honga River UNIT B
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
NEWLY RENOVATED ROOMS! A historic Lodge on the Honga River and the Chesapeake Bay, Riverside Lodge offers overnight acco ...
From $286 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 $285 per night (USD)
VRBO
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
NEWLY RENOVATED ROOMS! A historic Lodge on the Honga River and the Chesapeake Bay, Riverside Lodge offers overnight acco ...
From $285 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Riverside Lodge Bed & Breakfast on the Honga River UNIT D
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
NEWLY RENOVATED ROOMS! A historic Lodge on the Honga River and the Chesapeake Bay, Riverside Lodge offers overnight acco ...
From $286 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
NEWLY RENOVATED ROOMS! A historic Lodge on the Honga River and the Chesapeake Bay, Riverside Lodge offers overnight acco ...
From $272 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
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)
Expedia
From $378 per night (USD)
VRBO
Historic Hoopersville Getaway on Chesapeake Bay!
Bedrooms:
2
Bathrooms:
7
Sleeps:
15
The historic Queen Anne Victorian vacation rental home is the perfect getaway for friends and family. With 7 bedrooms, 2 ...
From $378 per night (USD)
VRBO
From $1110 per night (USD)
Expedia
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)
Expedia
From $173 per night (USD)
VRBO
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
WATERFRONT & WATERBACK, 360° views! Hoopers Island Bayside Haven; romantic, scenic, peaceful GETAWAY, SPACIOUS 1 bedroom ...
From $173 per night (USD)
VRBO
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Expedia
A private bungalow of quarter of a mile to the bay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BabblingBungalow pine trees entrance on 3 acres of land with front deck for crabbing and fishing brooks, and main road ...
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Expedia
$Waterfront, cozy cottage with private pool on 27 acres \n\n\n\n\n\n$
From $358 per night (USD)
Expedia
Waterfront, cozy cottage with private pool on 27 acres \n\n\n\n\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
FALL SPECIAL BOOK 3 NIGHTS AND GET A 1/2 BUSHEL OF CRABS FREE Located on a private 27 acre estate is nestled a mere 200 ...
From $358 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Family-Friendly Cambridge Home w/ Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape the hustle and bustle of your busy lives and retreat to this 3-bedroom, 2.5-bathroom vacation rental home! Along ...
From $390 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Riverside Lodge Bed & Breakfast on the Honga River UNIT A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
NEWLY RENOVATED ROOMS! A historic Lodge on the Honga River and the Chesapeake Bay, Riverside Lodge offers overnight acc ...
From $328 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 $292 per night (USD)
VRBO
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our charming 2-bedroom farm stay in the heart of Fishing Creek! Nestled in a picturesque setting, this cozy a ...
From $292 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 $241 per night (USD)
VRBO
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Delightful waterfront vacation cottage. Pet friendly with fee. Sleeps 4 people and has a pack and play and high chair ...
From $241 per night (USD)
VRBO
From $557 per night (USD)
VRBO
The Water's Edge Rental Cambridge, Md - sleeps 10, 4 bedrooms
Bedrooms:
0
Bathrooms:
4
Sleeps:
10
Welcome to our newly renovated 1920s Waterfront bungalow, where there is something for everyone. Looking for a getaway ...
From $557 per night (USD)
VRBO
From $703 per night (USD)
VRBO
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
WATERFRONT! HOT TUB! KAYAKS! Relax with the entire family at this peaceful 3 bedroom private waterfront cottage on a qui ...
From $703 per night (USD)
VRBO
From $1832 per night (USD)
Expedia
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)
Expedia
From $537 per night (USD)
VRBO
Attractive Waterfront Home over looking Choptank River. Sleeps 5
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This waterfront home has a open floor plan for entertaining and comfortable living. The view of the river is fully visi ...
From $537 per night (USD)
VRBO
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Expedia
Outdoor Paradise! Large single level home w/ outdoor entertaining.(Pet Friendly)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large Country house secluded on 7.5 acres. Stocked pond on property with large outdoor pavilion for entertaining. House ...
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Expedia
From $1228 per night (USD)
VRBO
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
Bedrooms:
5
Bathrooms:
5
Sleeps:
18
Choptank oasis offers the perfect Eastern Shore experience: 200' pier great for crabbing and fishing, river kayaking/ca ...
From $1228 per night (USD)
VRBO
From $627 per night (USD)
Expedia
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)
Expedia
$Waterfront Historic \Old Bank\ on Hoopers Island$
From $282 per night (USD)
VRBO
Waterfront Historic \"Old Bank\" on Hoopers Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
In this quaint town of Fishing Creek is located our lovely three-bedroom getaway. Nestled just a 24-minute drive from th ...
From $282 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Waterfront Cottage in Beautiful Hoopers Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy the quiet and serenity of Hoopers Island from our cozy waterfront cottage. Take a break from the hustle and bustl ...
From $230 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Cottage on the Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3 Bedroom, 2 bath house on the Bay side of Hoopers Island on the Chesapeake Bay. Large yard and screened in deck on the ...
From $316 per night (USD)
VRBO
From $683 per night (USD)
VRBO
Choptank River Beach Home w/ Pier in Cambridge!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Riverfront Location | In-Unit Washer & Dryer | Gas Grill for Group Cookouts Your next waterfront retreat awaits at thi ...
From $683 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 $1546 per night (USD)
VRBO
250 ACRE RETREAT CHESAPEAKE BAY VACATION/REUNION/WEDDING 12 BEDROOMS, SLEEPS 40
Bedrooms:
8
Bathrooms:
12
Sleeps:
40
Ransome’s Chesapeake Retreats, LLC is in the business of bringing families, friends, loved ones together from around th ...
From $1546 per night (USD)
VRBO
From $832 per night (USD)
Expedia
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)
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 $1285 per night (USD)
Expedia
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
Treat yourself to this unique waterfront retreat where you’ll enjoy stunning ocean liner views of the Choptank River fro ...
From $1285 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Cheerful three-bedroom Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Introducing River Light Cottage, the perfect escape in historic Cambridge, Maryland! A short walk from downtown shops an ...
From $256 per night (USD)
VRBO
From $671 per night (USD)
Expedia
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)
Expedia
From $295 per night (USD)
VRBO
New, Intown Waterfront Townhome wPool & Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Perfect, large property for an extended, family or group stay at this superb Chesapeake retreat -- part of a ga ...
From $295 per night (USD)
VRBO
From $1969 per night (USD)
Expedia
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)
Expedia
From $407 per night (USD)
VRBO
Stylish Victorian in Historic District
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beware: not your typical VRBO A hunt has been set for you and your companions to follow the dramatized story of Eva Rob ...
From $407 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 $451 per night (USD)
VRBO
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Experience a peaceful waterfront retreat on Maryland’s eastern shore at this stunning Cambridge vacation rental! Complet ...
From $451 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Sunset Retreat on the Nanticoke
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Looking for a true "escape" on the Eastern Shore? This waterfront property has it all. Located just 15 miles from down ...
From $498 per night (USD)
Expedia
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
From $1425 per night (USD)
Expedia
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)
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 $254 per night (USD)
VRBO
Casual Bungalow close to Choptank River, sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A newly renovated pristine bungalow close to downtown Cambridge, MD. We are conveniently located near St. Michael, East ...
From $254 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Beautiful Peaceful Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Look no further than this listing that offers a modern and well-built home in a safe and monitored neighborhood. The ho ...
From $378 per night (USD)
VRBO
From $384 per night (USD)
Expedia
A little slice of heaven on the Choptank River Sept 19 to 23 is now open
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 $384 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Casa Maria heart of downtown Cambridge Maryland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Short term rental up for your consideration. We are offering this newly renovated first floor apartment that has the fo ...
From $182 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 ...
Click For Pricing
Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $649 per night (USD)
Expedia
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 $649 per night (USD)
Expedia
From $610 per night (USD)
VRBO
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 $610 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 $191 per night (USD)
VRBO
Modern Cambridge Cottage: Walk to Town, Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pairing modern comforts with timeless charm, this 1-bath studio offers an ideal stay on your next visit to coastal Cambr ...
From $191 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
Click For Pricing
VRBO
My Island Dream
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step back in time and enjoy an authentic waterfront farmhouse. Sit on the porch and swing an afternoon away watching wor ...
Click For Pricing
VRBO
From $784 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Sunset Retreat on the Nanticoke
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Looking for a true "escape" on the Eastern Shore? This waterfront property has it all. Located just 15 miles from down ...
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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 ...
Click For Pricing
Expedia
From $1386 per night (USD)
VRBO
Waterfront Home w/ Stunning Views, Deepwater Dock, Pool, HotTub, Kayaks & More
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Escape to your private waterfront retreat in this 4,500 sq. ft. luxury home just off the Choptank River. Floor-to-ceilin ...
From $1386 per night (USD)
VRBO
From $366 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 $366 per night (USD)
Expedia
From $298 per night (USD)
VRBO
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 ...
From $298 per night (USD)
VRBO
From $340 per night (USD)
Expedia
The Schultz Estate
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Historic restored home on 8.5 acres, beautiful setting with wild life including deer, white heron, fox turtle and rabbit ...
From $340 per night (USD)
Expedia
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 $283 per night (USD)
VRBO
The Crabby Little Oyster Cottage in Cambridge MD
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Crabby Little Oyster Cottage offers incomparable peace and quiet and convenience. This home has some special touches ...
From $283 per night (USD)
VRBO

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