Elkton Vacation Rentals

Perfect For Families! Beautiful Views, Waterfront, Pool And So Much More!

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Perfect For Families!  Beautiful Views, Waterfront, Pool And So Much More! Perfect For Families!  Beautiful Views, Waterfront, Pool And So Much More!

Type:  estate with 6 bedroom(s), 6 bathrooms(s), sleeps 15

Price:  From $700 to $1,295 Weekly,Monthly

Rating:  5 out of 5 stars

Location:  Elkton,MD

Check Availability & Make Reservations

For your family enjoyment, this riverfront retreat offers panoramic views and breathtaking sunsets over looking miles of the Elk River. ***Please no weddings/parties or other events*** Nestled on 5.5 areas on top of a 40 feet bluff above the water you will enjoy the water front lifestyle. From this vista, the river appears to be more like a lake with the sun kissing the water in the evening. The property has approximately 400 feet of waterfront, and 120 foot dock. The manicured estate starts as you pass through the large brick double gates down the illuminated graceful tree-lined driveway with circular access to both houses. You will enjoy the; outdoor park-like activity areas which include: sand volleyball court, tether ball, horse shoes, fire pit, barbecue areas, landscaped bridge, children’s play ground with swing set, picnic tables, scenic track for running or walking that meanders throughout the property, and professionally landscaped areas which complement the Chesapeake Bay’s setting and ambiance. This Estate home has; two full master suites, three additional spacious bedrooms, five full bathrooms, a professionally appointed gourmet kitchen, theater room, spacious marble covered living areas, a large mahogany library, glassed-in four season large room, two fireplaces and a complete reconditioned heated pool.
More than a bonus room, the estate has a full separate guest home which offers; privacy from the main house, with 1 bedroom, 1 bath, kitchen, large living room with fireplace, laundry room and screened in porch.

Sit by completely reconditioned in-ground pool and take in the amazing sunsets or take a soak in your spa/hot tub and enjoy the Eastern Shore lifestyle at this spectacular estate home.
This riverfront retreat borders next to a state park and the Chesapeake & Delaware Canal and is a convenient drive to Wilmington DE, DC and NYC.


We do not permit weddings or other parties or events to be hosted at the property. Occupancy is strictly limited to 15 people.

Vacation Rental Amenities

  • clothes dryer
  • heated pool
  • iron & board
  • Living room
  • outdoor grill
  • oven
  • parking
  • private pool
  • towels provided
  • washing machine
  • Water Sports Gear

Vacation Rental Homes in the Elkton, Maryland Area

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    Quiet Beautiful Cottage 2+bedrooms, 2 Full Bath. Bohimia R. Book directly & Save

    Our Cottage is available for SHORT AND LONG TIME RENTAL. Our Home/Cottage is located on a double lot, on a nice quiet cul da sac street, beach block, and just three houses or say 50 yards off the Bohemia River with magnificent relaxing, wonderful and decompressing views. We have three different private access areas to our community land and our private community beach. (C Pics.) and Yes, we do have water views of the River from our driveway,front yard, as well as looking from the windows...

    • From $50 to $300 Monthly,Weekly
    • cottage
    • 3 bedrooms, 2 bathrooms, sleeps 6
    • 10.42 miles from the center of Elkton
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    Stunning 7-Acre Chesapeake Bay Estate

    Absolutely no weddings or special events allowed. 5 bedrooms (2-King; 3-Queen. 5-1/2 bathrooms, 2 private jacuzzi tubs, 5-person hot tub, indoor pool. Fully stocked kitchen with all appliances. All linen provided. Directly on the bay and perfect for boating, water-skiing, wake-boarding and jet skiing. 7 acres of lush foliage where eagles are seen every day. 3 fireplaces to keep you nice and warm.

    • From $495 to $1,199 Weekly,Monthly
    • house
    • 5 bedrooms, 6 bathrooms, sleeps 10
    • 11.09 miles from the center of Elkton
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    Waterfront home with dock, ramp, beach overlooking sandy beach

    This recently renovated waterfront home is right on Red Point Beach. Step outside your door and right onto the large sandy non-public beach along the North East River and Chesapeake Bay. It features a first floor master bedroom with oversized master bath, three additional sleeping areas, large deck and second floor balcony facing the water, large open floorplan, additional second floor living room area, updated kitchen, and enclosed sunporch facing the water. Property features beautiful...

    • From $357 to $465 Weekly
    • house
    • 4 bedrooms, 3 bathrooms, sleeps 8
    • 10.09 miles from the center of Elkton
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    Affordable, unique, completely remodeled waterfront home. dock, ramp, beach

    This newly remodeled home is right on Red Point Beach. Bayview House located several houses up from the community beach and pier. It features a water view. It has an oversized front deck facing the water. Open floor plan combines living and dining areas. There are three downstairs bedrooms, one full bathroom, second floor loft bedroom. Property features unique decor, upscale appliances & furnishing, gas fireplace, and sectional seating in living room for a very large group.

    • From $257 to $335 Weekly
    • house
    • 4 bedrooms, 1 bathroom, sleeps 8
    • 10.25 miles from the center of Elkton
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    Unique Lighthouse home & tenant houses with waterfront, dock, ramp, beach

    This newer waterfront home is right on Red Point Beach and adjacent to it are two smaller rental houses. Rent one, two, or all three houses to accommodate the needs of your group. Combined the three houses sleep up to 24 people comfortably. The prices range from $260 to $450 a night or $1,800 to $3,500 a week, depending on the house. Each house sleeps 8 for a total combined capacity of 24. Step outside your door and right onto the large sandy non-public beach along the North East River...

    • From $443 to $575 Weekly
    • house
    • 5 bedrooms, 4 bathrooms, sleeps 8
    • 10.2 miles from the center of Elkton
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    Lovely waterfront home with pier. Wonderful quiet getaway!

    Lovely waterfront home directly on the North East river with deepwater pier. Tie up your boat or bring your fishing gear and fish right off the pier! ***Please note only do weekly rentals Friday to Friday during the summer unless other dates can be arranged. Get away from it all and enjoy the Chesapeake Bay. Have a crab feast here or at one of our local establishments. Fishing, boating, kayaking, a small beach for relaxing and reading, and many restaurants and shops in the vicinity. ...

    • From $210 to $229 Weekly
    • house
    • 3 bedrooms, 2 bathrooms, sleeps 6
    • 10.06 miles from the center of Elkton
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    Life On The Water, our slice of Heaven

    Come stay and enjoy our waterfront, custom-designed, 4-bedroom/3 full bath home on the Northeast river. Through the front door you enter into the open kitchen and dining area, complete with granite counter tops, stainless appliances, gas range, drop lighting, as well as hardwood and cork flooring. Beyond, you'll find the living room with field-stone fireplace (w/ gas insert), flat-screen TV, BlueRay, surround sound and comfortable seating for relaxing with your favorite friends, movie,...

    • From $300 to $375 Weekly
    • house
    • 5 bedrooms, 3 bathrooms, sleeps 7
    • 10.07 miles from the center of Elkton
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    Top of the Chesapeake - Minutes from Historic Charlestown

    Feel your stress dissolve as you relax on the deck and watch eagles soar and blue herons fish in the shallows. Our beautiful 5-bedroom waterfront home sleeps 11 in beds plus 2 on the pull-out couch. It may be rented as a whole or as separate upstairs/downstairs units. The house has 2 kitchens, 2 baths, 2 living rooms, 2 upper decks and a large lower deck. Renting the entire home guarantees exclusive use of the 1/2 acre property and 19 acres of woods. Washers and dryers are located upstairs...

    • From $248 to $389 Weekly,Daily
    • house
    • 6 bedrooms, 2 bathrooms, sleeps 15
    • 9.97 miles from the center of Elkton
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    Beautiful restored home in historic town center 2 blocks from the Chesapeake

    Magnificent restored home built in 1935, fully air conditioned • Comfortably furnished bedrooms; 2 with king beds and 1 with two twin beds • Cotton sheets and exceptional pillows • Fully equipped kitchen for meals in • Wireless internet • PC and printer • Cable television • Spa/bathtub • Elegantly tiled bathroom • Magnificent wood floors • Spacious dining room seats six • Beautiful ceiling fans throughout • Comfortable and relaxing living room with a classic JFK rocking chair • Laundry room...

    • From $140 to $225 Monthly,Weekly
    • house
    • 3 bedrooms, 3 bathrooms, sleeps 6
    • 14.8 miles from the center of Elkton
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    EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

    EASTERN SHORE OF MARYLAND on the Chesapeake Bay in the historic town of Betterton, Maryland, your day begins with coffee on the deck of this spacious Summer Home. Built in 1929 as a vacation home, where many a weary traveler slept, you and your large group/family will find plenty of space to relax, sleep, eat and make memories! With ceiling fans throughout, central air conditioning, fireplace, deck for your outdoor dining, enclosed sunroom in the back of the house ideal for summer indoor...

    • From $100 to $300 Monthly,Weekly
    • house
    • 6 bedrooms, 2 bathrooms, sleeps 11
    • 20.62 miles from the center of Elkton
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    Still Pond Creek Waterfont Estate W/ Beach, Privacy and Dock!

    Located about 85 miles or a 2-hour drive from Washington DC, Baltimore and Philadelphia, 'Still Pond Point' is a 50 acre 'getaway' located on Still Pond Creek, near Chestertown, Maryland. This penninsula-shaped property has 3,000 feet of direct waterfront! The private sandy beach and 150 foot pier are great for swimming, boating and relaxing with friends and family. With 4,000 square feet, large room sizes and open layout, the house is designed for family get-togethers. ...

    • From $357 to $550 Weekly
    • house
    • 5 bedrooms, 5 bathrooms, sleeps 13
    • 24.79 miles from the center of Elkton
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    Eastern Shore Get Away

    Located on Maryland's Eastern Shore, on the Chester River, this fully furnished 1 bedroom, 1 bathroom apartment has all of the amenities of a cozy home. Located on an 80 acre farm/woodland parcel next to our 300 year old family home. The Chester River is on one side of this property. A large fresh water pond stocked with fish in on the other side of the property. Fully renovated with all new lighting, kitchen appliances, plumbing fixtures, new mattresses and all new bedding. We have...

    • From $48 to $140 Monthly,Weekly
    • apartment
    • 1 bedroom, 1 bathroom, sleeps 5
    • 25.44 miles from the center of Elkton
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    Cozy Country Cottage

    Beautiful two story, 2 bedroom charming stone cottage. This lovely home features original wide plank hardwood floors along with wood beam ceilings throughout the front part of the two story home.Eat in kitchen with granite counter tops and stainless steel appliances. The home is situated on a beautifully landscaped parcel with a large outdoor deck and patio.Located in West Grove, Pennsylvania (in the heart of the Brandywine Valley Wine Trail). 1 hour from Lancaster, PA and Wilmington,...

    • From $171 to $225 Weekly
    • house
    • 2 bedrooms, 2 bathrooms, sleeps 6
    • 15.74 miles from the center of Elkton
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    Upscale Five Star Vacation Home!

    If you are seeking a corporate rental or vacation stay in the Wilmington, Delaware area, this charming Cape Cod home is a lovely choice. Stay a week or a month and feel comfortable with all the amenities of a fine hotel. This home has been totally remodeled with top of the line kitchen cabinetry and granite counter tops with hardwood floors throughout. Two large Bedrooms with Queen size beds and flat screen TVs on the 2nd level share a beautifully upgraded full bath. On the main floor, an...

    • From $87 to $250 Weekly,Monthly
    • house
    • 4 bedrooms, 3 bathrooms, sleeps 7
    • 16.76 miles from the center of Elkton
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    WATERFRONT 3 BR/1 ba country cottage w/ gameroomdeep water,dock, 2 mi from town

    You can rent this adorable cottage that has the best of every world. This property is located just 2 short miles from historic Chestertown but, situated in a country setting on a deep creek (Morgan creek) with over 2 acres of privacy. The house is 1200 sq. ft. that includes a living room, 1 bathroom, 3 bedrooms, large kitchen with a breakfast bar and full dinning area, stacked washer & dryer. The house has hardwood flooring and newer windows. A swing in the big Maple tree out back for...

    • From $107 to $300 Monthly,Weekly
    • cottage
    • 3 bedrooms, 1 bathroom, sleeps 6
    • 28.64 miles from the center of Elkton

Nearby Activities

  • Aberdeen, Havre de Grace, Perryville, North East, & Elkton, MD Hiking

    Like Edgewood, the quiet country town of Aberdeen is military-oriented and is the home of many of the civilian employees of the nearby Proving Ground. It is host to the U.S. Army Ordnance Museum— a si…

  • Elk Neck State Forest Hiking

    Hike through diverse wooded flatland, rolling hills, and marshlands in Elk Neck State Park’s lesser-known cousin. Identified on maps as Trails 1, 2, and 3, the “trails” are actually wide forest roads,…

  • Elk Neck State Park Campground Campgrounds

    Situated on a peninsula between the Chesapeake Bay and the Elk River, Elk Neck State Park contains a wealth of beauty (though no elk), encapsulated within a real diversity in topography, including bea…

  • Elk Neck State Park: Beaver Marsh Loop Hiking

    This is a neat hike with unique features like a section of beach hiking, lots of wildlife, river views, and a loop around a beaver marsh pond with, well . . . beavers!…

  • Lums Pond State Park Hiking

    A long but relatively easy hike on a mostly flat trail with views of a large pond throughout.…

  • Lums Pond State Park Hiking

    Walk along a level path through rich, cool, moist forests and wetlands, taking in scenic pond views throughout the hike.…

  • Swamp Forest Trail, Lums Pond State Park Hiking

    A long but easy hike through the woods around Delaware’s largest freshwater pond. Delaware’s largest freshwater pond, Lums Pond, was created in the early 1800s when St. Georges Creek was impounded to…