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

Choptank River Rentals

From $1049 per night (USD)
VRBO
Historic Oxford Waterfront Estate
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Bonfield Manor is located at the entrance of Oxford, a half-mile walk or bike ride to restaurants, shops and the Rivervi ...
From $1049 per night (USD)
VRBO
From $807 per night (USD)
VRBO
Renovated Historic Waterfront Home with Pool, Dock, 200 acres
Bedrooms:
5
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 $272 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 $272 per night (USD)
VRBO
From $559 per night (USD)
Expedia
Waterfront, Private Saltwater Pool & Dock, Near Cambridge, Sleeps 10, Kayaks
Bedrooms:
3
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 $559 per night (USD)
Expedia
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VRBO
Algonquin on the Choptank River is a great getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The house is on the Choptank River with awesome views, a pier with boat lift, great fishing and water activities. The h ...
Click For Pricing
VRBO
$1915 Historic Cambridge Property w\/ Fire Pit!$
From $449 per night (USD)
Expedia
1915 Historic Cambridge Property w\/ Fire Pit!
Bedrooms:
4
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 $449 per night (USD)
Expedia
From $287 per night (USD)
VRBO
The Middle Point Cabin in Saint Michaels
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Our Talbot County Short Term Rental License Number is: ST-634-EIN 2019 Talbot County requires a minimum 3 night booking ...
From $287 per night (USD)
VRBO
From $776 per night (USD)
Expedia
GORGEOUS, WATERFRONT HOME NOW AVAILABLE FOR CHRISTMAS WEEK-- PERFECT FOR FAMILIE
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 $776 per night (USD)
Expedia
From $2530 per night (USD)
VRBO
Minutes from Downtown Easton and St. Michaels | Pool | Private Dock | Luxury
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Only a 15 Minute Drive to Downtown St. Michaels and Easton! Jewel of the Tred Avon | an ESVR property This 7,700 sq ft ...
From $2530 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Beautiful Colonial Home on the Choptank River
Bedrooms:
2
Bathrooms:
5
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 $487 per night (USD)
Expedia
From $227 per night (USD)
VRBO
The B&B of Anchorage - Skipjack
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal ...
From $227 per night (USD)
VRBO
From $541 per night (USD)
VRBO
Bay breezes, winter sunsets, heated luxury spa.
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Summary: STRN-24-62. Wonderful waterfront home. Minutes from St. Michaels offering all you'll need for the perfect vaca ...
From $541 per night (USD)
VRBO
From $779 per night (USD)
VRBO
Turnbridge Manor
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A waterfront property located in the heart of downtown Denton, on Maryland's Eastern Shore, the stately historic home bu ...
From $779 per night (USD)
VRBO
From $472 per night (USD)
VRBO
SUMMER DATES BOOKING FAST- BOOK YOUR STAY NOW!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
ST-605-JOH Upon arrival you realize this is the Eastern Shore Experience you have been looking for......A gated garden ...
From $472 per night (USD)
VRBO
From $5381 per night (USD)
VRBO
Indian Fields - 25-Acre Nature Lovers retreat!
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Indian Fields - Twenty-five acre nature lovers retreat! Pool, Kayaks, Fire Pit - The family Dog is Welcome! Bring your ...
From $5381 per night (USD)
VRBO
From $437 per night (USD)
VRBO
Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Create unforgettable memories by reserving your riverside retreat today! The primary bedroom features a luxurious king ...
From $437 per night (USD)
VRBO
From $363 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 $363 per night (USD)
VRBO
From $959 per night (USD)
Expedia
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
TREMEZZO STAY - RANCH AT ROYAL OAK Our properties are owned, managed, and hosted by us. We deliver personally hosted lu ...
From $959 per night (USD)
Expedia
$BayDreams - IronMan\/Eagleman Retreat on the bay$
From $492 per night (USD)
VRBO
BayDreams - IronMan\/Eagleman Retreat on the bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Heavenly sunsets will dazzle you at our Chesapeake Bay vacation home. Whether you are fishing, crabbing, paddle boarding ...
From $492 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Jellyfish Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located on the Chesapeake Bay side of Tilghman Island, this beautiful two-story, three bedroom cottage is available for ...
From $421 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, we know you'll find other provided amenities, our convenient location, waterfront ...
From $371 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Bedrooms:
2
Bathrooms:
4
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
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VRBO
St. Michaels Area Cottage - Walk to Water & Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The 'Land of Pleasant Living' awaits your arrival at Blue Bird Cottage, a 2-bedroom, 2-bathroom Neavitt vacation rental ...
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VRBO
From $366 per night (USD)
VRBO
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2 BR, 2 BA River House has 180-degree views of glorious sunsets Imagine two floors of picture windows overlookin ...
From $366 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Historic Renovated Jackrabbit Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make some memories at this unique and family-friendly 19th Century farmhouse. Relax, ride bikes a few short blocks to th ...
From $432 per night (USD)
VRBO
From $2431 per night (USD)
Expedia
Breathtaking Waterfront Estate
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Summary: Durham-Hythe Estate is nestled within 7.5 acres of idyllic grounds with its own 750ft shoreline, 75ft private d ...
From $2431 per night (USD)
Expedia
From $502 per night (USD)
VRBO
House on the Chesapeake Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Talbot County License STRN-23-41 Enjoy the beauty of the Chesapeake Bay on Tilghman Island. Enjoy fresh seafood from th ...
From $502 per night (USD)
VRBO
From $874 per night (USD)
VRBO
House close to Great Marsh Park and Downtown
Bedrooms:
2
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 $874 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
HOME ON THE RIVER: A view of Choptank River (read James Michener's 'Chesapeake') from all rooms in an airy 2 bedroom ap ...
From $245 per night (USD)
VRBO
$Historic 1918 House 1\/2 Block from the Choptank River$
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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, ...
Click For Pricing
Expedia
From $338 per night (USD)
VRBO
Little Creek Hideaway - Privacy and Perfect Family Getaway.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Come relax at Little Creek Hideaway, the perfect family getaway during any season. Located just 10 minutes from Easton, ...
From $338 per night (USD)
VRBO
From $227 per night (USD)
VRBO
Relax or Play on the Choptank River!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal ...
From $227 per night (USD)
VRBO
From $1029 per night (USD)
VRBO
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
Bedrooms:
4
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 $1029 per night (USD)
VRBO
From $196 per night (USD)
VRBO
The Anchorage B&B - The Bounty
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal ...
From $196 per night (USD)
VRBO
$Waterfront, cozy cottage with private pool on 27 acres \n\n\n\n\n\n$
From $356 per night (USD)
VRBO
Waterfront, cozy cottage with private pool on 27 acres \n\n\n\n\n\n
Bedrooms:
2
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 $356 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Chase Away the Chill with Our Winter Stay Specials!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Escape to Chesapeake Bay: A Serene Waterfront Retreat Located just minutes from the charming town of St. Micha ...
From $508 per night (USD)
VRBO
$Family-Friendly Cambridge Home w\/ Fire Pit!$
From $490 per night (USD)
VRBO
Family-Friendly Cambridge Home w\/ Fire Pit!
Bedrooms:
3
Bathrooms:
4
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 $490 per night (USD)
VRBO
From $1601 per night (USD)
Expedia
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Talbot County STR License STRN-23-10 This newly renovated coastal 7-bedroom, 6-bathroom waterfront getaway with a spa-l ...
From $1601 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Tilghman | Pool | Private Dock | Pet Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Talbot County STR License# STRN-22-1 Clearview is the answer to your getaway needs. With a swimming pool, hot tub, and ...
From $623 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Downtown Oxford | Charming | Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In-town cottage with loads of charm and easy walking to parks and restaurants Tucked away in the quaint, historic town o ...
From $494 per night (USD)
Expedia
From $440 per night (USD)
VRBO
BOOK NOW FOR FALL & WINTER DATES.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STN-22-40 ONE OF OUR MOST SOUGHT AFTER PROPERTIES! MINUTES FROM ST. MICHAELS...... Peaceful retreat with breathtaking su ...
From $440 per night (USD)
VRBO
From $1355 per night (USD)
Expedia
Short drive to Downtown Cambridge | Sleeps 22 | Pool | Private Dock | Kayaks | P
Bedrooms:
6
Bathrooms:
7
Sleeps:
22
Multi-Family Compound with Loads of Amenities - Pool, Beach, Beach Volleyball & More! Hudson Manor is fabulous for large ...
From $1355 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Your Dream Holiday Getaway Starts Here!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Wake to the sun rising over Harris Creek, where breathtaking views meet unparalleled tranquility. Nestled along ...
From $550 per night (USD)
VRBO
From $557 per night (USD)
VRBO
Waterfront Haven in Cambridge, Md - sleeps 10, 4 bedrooms
Bedrooms:
2
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 $573 per night (USD)
VRBO
Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Shorely, this is a true outdoor paradise! Originally a waterman's cottage, Neavitt Cottage has been tastefully updated ...
From $573 per night (USD)
VRBO
From $551 per night (USD)
Expedia
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 $551 per night (USD)
Expedia
From $1641 per night (USD)
VRBO
Short drive to Downtown Cambridge | Pool | Private Dock | Game Room | Stunning V
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
Waterfront Farmhouse Surrounded by Nature With over 6500 square feet of living space, tall ceilings, and spacious rooms ...
From $1641 per night (USD)
VRBO
From $926 per night (USD)
VRBO
Hudson Creek Gorgeous Private Home Awaits your arrival. This place has it all!
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Our House is coming on the market soon - We are in the process of purchasing it and anticipating close by the end of Jun ...
From $926 per night (USD)
VRBO
From $210 per night (USD)
VRBO
5 bedroom Bed and Breakfast on the Choptank River
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal ...
From $210 per night (USD)
VRBO
From $552 per night (USD)
VRBO
Attractive Waterfront Home over looking Choptank River. Sleeps 5
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This remolded waterfront home has a open floor plan for entertaining and comfortable living. The view of the river is f ...
From $552 per night (USD)
VRBO
From $940 per night (USD)
VRBO
Downtown Oxford | Bikes | Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Quiet Escape with Water Views Around Every Turn! Bright and airy, 4-bedroom, 3-bathroom home features a first-floor b ...
From $940 per night (USD)
VRBO
From $1192 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 $1192 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Stylish Home on the Choptank River (with Tidal Beach)
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to the River House! Stay in our renovated salt-box style home on the Choptank River of Maryland's Eastern Shore, ...
From $242 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Waterfront Oasis of Peace and Relaxation! This 3-bedroom, 2-bathroom offers an open floor plan character-filled inter ...
From $512 per night (USD)
Expedia
From $1251 per night (USD)
VRBO
Minutes from Downtown Easton and St. Michaels | Kayaks | Pool | Private Dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Built in 1800, this 5-bedroom, 3-bathroom historic colonial shore house sits on 3.5+ acres and boasts endless nautical a ...
From $1251 per night (USD)
VRBO
From $1024 per night (USD)
Expedia
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
FALL SPECIAL BOOK 3 NIGHTS AND GET A 1 BUSHEL OF CRABS FREE From the hosts that have maintained a five star ratings on ...
From $1024 per night (USD)
Expedia
$Cambridge Beach Home on Choptank River w\/ Pier!$
From $729 per night (USD)
VRBO
Cambridge Beach Home on Choptank River w\/ Pier!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Your next waterfront retreat awaits at this 5-bedroom, 3-bath Cambridge vacation rental! This lovely property features 5 ...
From $729 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Best rates of the season, book today!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: STRN-24-61 This waterman's community is rich in the traditions of working on the water. The spirit of Tilghman ...
From $379 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Full renovations completed in 2016 on this historic home. Sleeps four (1 King, 1 Queen, 1 Twin). Kick back, relax and e ...
From $373 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for an Eastern Shore waterfront retreat that's perfect for a romantic long weekend, a family vacation with the k ...
From $285 per night (USD)
VRBO
From $1532 per night (USD)
VRBO
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
Bedrooms:
4
Bathrooms:
6
Sleeps:
22
7 Night Peak and 2 Night Shoulder Minimum Stay! 10% Discount for Weekly Rental! Oyster Season starts October 1st! Sle ...
From $1532 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Grandview - Main House
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
GRANDVIEW, which was once known as Grandview at Pleasure Point, is a private estate located on 5¼ acres of Maryland’s f ...
From $599 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Downtown Oxford | Charming | Outdoor Dining
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This charming 4-bedroom, 3.5-bathroom cottage in the historic town of Oxford was designed with your vacation in mind. Th ...
From $656 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Tilghman | Fenced Yard | Pet Friendly | Charming
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Talbot County STR License #STN-22-20 This 3-bedroom, 2-bathroom Tilghman Island water view retreat offers a character-f ...
From $435 per night (USD)
Expedia
From $1611 per night (USD)
VRBO
NEW! Gorgeous Waterfront Estate with pool, beach and dock
Bedrooms:
6
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 $1611 per night (USD)
VRBO
From $262 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 $262 per night (USD)
VRBO
From $1101 per night (USD)
VRBO
Minutes from Downtown Cambridge | Outdoor Dining | Private Dock | Kayaks | Bikes
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
This gorgeous two-story 5,000 square foot, 4-bedroom, 3.5-bathroom waterfront estate was designed with your comfort in m ...
From $1101 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Private 9 acre Family Retreat on the Chesapeake Bay
Bedrooms:
5
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 $565 per night (USD)
Expedia
From $314 per night (USD)
VRBO
New, Intown Waterfront Townhome wPool & Location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Perfect, large property for an extended, family or group stay at this superb Chesapeake retreat -- part of a ga ...
From $314 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Stylish Victorian in Historic District
Bedrooms:
4
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 $306 per night (USD)
Expedia
From $1060 per night (USD)
VRBO
Waterfront retreat, beautiful views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
Beautiful, sun-filled, waterfront home where the Choptank meets the Chesapeake Bay. Water views from nearly every window ...
From $1060 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Experience a peaceful waterfront retreat on Maryland’s eastern shore at this stunning Cambridge vacation rental! Complet ...
From $427 per night (USD)
Expedia
From $823 per night (USD)
VRBO
Minutes from Downtown St. Michaels | Pool | Kayaks | Private Dock | Newly Renova
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Talbot County STR License STN-22-32 This impressive 5BR, 4.5BA waterfront home was fully renovated in 2020 and provides ...
From $823 per night (USD)
VRBO
$Cozy Cottage with Private Dock- Chesapeake Bay\/ Cambridge (Pet-Friendly)$
From $523 per night (USD)
Expedia
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 $523 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Entire Updated Waterview Home in Cambridge, MD
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
➤ Waterview home with breathtaking views of Pinks Pond & the Choptank River. ★ This home is ideally located on a quiet ...
From $459 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Eastern Shore Waterside Cottage Near St. Michaels
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A completely renovated (2023) cottage on private wooded lot in the quaint, water side, historic community of Neavitt MD. ...
From $275 per night (USD)
Expedia
From $959 per night (USD)
VRBO
Chase Away the Chill with Our Winter Stay Specials!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summary: The Farm at Bald Eagle Point is the great escape! Our guests can settle in and never have to leave this exclusi ...
From $959 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Quaint Tilghman Island home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Vacation home minutes from St Michaels. Tucked away on a quiet neighborhood street is the Wandering Loon. A pe ...
From $352 per night (USD)
VRBO
From $481 per night (USD)
VRBO
4-Bedroom Retreat: Modern, Pet-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Heart of the Island & Pet Friendly Retreat on Tilghman Island! Step into a thoughtfully curated space where coa ...
From $481 per night (USD)
VRBO
From $275 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 $275 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Beautiful Peaceful Home
Bedrooms:
3
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 $359 per night (USD)
VRBO
From $347 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 $347 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Romantic Waterfront Cottage with Amazing Sunsets
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located on the Chesapeake Bay side of Tilghman Island, our beautiful property is host to several cottages (one, two and ...
From $352 per night (USD)
VRBO
From $358 per night (USD)
Expedia
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 $358 per night (USD)
Expedia
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VRBO
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
VRBO
From $405 per night (USD)
Expedia
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 $405 per night (USD)
Expedia
From $334 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 $334 per night (USD)
VRBO
From $640 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 $640 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 $511 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 $511 per night (USD)
Expedia
From $265 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 $265 per night (USD)
VRBO
$Waterfront Home w\/ Stunning Views, Deepwater Dock, Pool, HotTub, Kayaks & More$
From $1072 per night (USD)
Expedia
Waterfront Home w\/ Stunning Views, Deepwater Dock, Pool, HotTub, Kayaks & More
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Prepare to relax & unwind in a 4500 sqf waterfront estate, located just off of the Choptank River. Open water views from ...
From $1072 per night (USD)
Expedia
From $540 per night (USD)
VRBO
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 $540 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $732 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 $732 per night (USD)
VRBO
From $275 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 $275 per night (USD)
VRBO
$NEW Listing WATERFRONT sleeps 10 5 bedrooms 4 1\/2 bths - dock & pool STN-23-23$
Click For Pricing
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 - ...
Click For Pricing
VRBO
$New private waterfront Eastern shore home w\/ pier + peaceful water views$
From $456 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 $456 per night (USD)
VRBO
From $336 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 $336 per night (USD)
VRBO
From $254 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 $254 per night (USD)
Expedia

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Results: 141 Rentals