Vacation Rentals By Owner In Elkton, MD

Within a ten minute drive from Chesapeake City, enjoy a quiet stay in the country. Relax on the back deck or down at the cabin. Or enjoy a trip to one of the multiple parks close by.brbrThis is a studio style apartment with a queen bed, loveseat, private bath, kitchenette, and deck. It is attached to main house, accessible via private entryway. Parking space is shared, but included with the rental. Also includes access to on-property trails through the woods and a rustic cabin at the creek for a relaxing nature experience. On the way to the cabin, enjoy watching the horses & goats. brbrThere is WiFi service available. No cable. Cell service can be limited at times. brbrLinens/towels included. Kitchenette includes microwave, minifridge & Keurig coffee machine

Apartment

Country Get Away Studio Apartment

Elkton, Maryland, United States

Bed

Bath

Sleeps

$312.7

The Thomas Ricketts Carriage House is an upscale, private retreat on a 33 acre historic working estate in the heart of Cecil County, Maryland. Ricketts House is conveniently located just minutes from I-95 and all of the attractions Maryland, Delaware and Southeastern Pennsylvania have to offer.brbrIt is the perfect balance between a central location and privacy, between the bustle of big cities and college towns, and the quiet of unspoiled nature.brThe spacebrThe Carriage House is located adjacent to the main estate house. It features two bedrooms and two full bathrooms, and is fully appointed with everything you need to enjoy your stay!brbrMain Floor:brbr- Living Room: large and airy room with plenty of seating to relaxbrbr- Kitchenette: The kitchenette/bar area is perfect for entertaining and light food prep. It has a small sink, under counter refrigerator and freezer, microwave and countertop convection oven. It does NOT have a full size oven, cooktop or dishwasher. It is stocked with everything you need for light meal preparation and entertaining, including basic prep and serving dishes and utensilsbrbr- Bar: The kitchenette/bar area has everything you need for hot and cold beverages, including an icemaker, full coffee and tea service, and mugs and barware for 12brbr- Dining Area: The dining table seats 10 comfortably, and dishes and silverware for 12 are providedbrbr- Work Space: The desk is adjacent to the dining area, with a printer, several USB ports and a surge protectorbrbr- Full Bathroom: The downstairs bathroom has a step in marble shower with a rain shower and hand shower head, toilet and single sink. Luxury towels and toiletries are provided, including a hairdryerbrbr- Deck: The private deck has lounge space for 4, a cafe table set for 2, and a full dining set for 6brbrbr2nd Floor:brbr- Primary Bedroom: Queen bed, with down bedding, Egyptian cotton sheets and a selection of pillowsbrbr- Full Bath: accessible from Bedroom 1 with a step in marble shower with a rain shower and hand shower head, toilet and single sink. Luxury towels and toiletries are provided, including a hairdryerbrbr- Bedroom 2: Bunk RoombrThe bunkroom features four beds, two twin beds over two full beds, with down bedding, Egyptian cotton sheets and a selection of pillows.brbrPlease note that the bunk room is a WALK THROUGH BUNK ROOM, family suite style. A door separates the bunk room from the Primary Bedroom; however, you must walk through the bunkroom to access the Primary Bedroom. The bunk room has full access to the downstairs full bathroom, while the Primary Bedroom features its own ensuite bath.brbrA FEW IMPORTANT NOTES:brbr1. For the safety and biosecurity of our livestock and poultry, NO PETS ARE PERMITTED ON THE PROPERTY. Any unauthorized pet must be removed immediately and your stay will be terminated.brbr2. For the safety and security of our barns and pastures, NO SMOKING OR VAPING IS PERMITTED ON THE PROPERTY.brbr3. This property is NOT suitable for very young children. The Carriage House is not child-proofed and there is unrestricted access to water.brbrGuest access. . .brbrYou will have access to the entire guest house and private deck, as well as the ability to explore as much of the property as you like. Please be aware that Ricketts House is a working historic estate, with heritage livestock and poultry on the property, as well as multiple gardens and outbuildings.brbrWe invite you to explore all this beautiful property has to offer, however, please do not enter the barns or pastures. Our animals are very friendly, but for your safety and theirs, we ask that you pet them and feed them treats from outside the fences.brbrFor your comfort, if you'd like to explore the property, we recommend wellies, winter boots or water shoes, depending on the season.brbrOther things to note...brbrWe welcome limited amounts of pre-approved commercial photography, as well as pre-approved events. Limited bar and catering services are available for events. Please ask for details on our UD tailgating and goat happy hour packages (available seasonally).brbrRicketts House is a working historic estate, with heritage livestock and poultry on the property. In addition, it is located in a rural area with many surrounding farms. We, as well as our neighbors, are working hard to produce the food you enjoy every day. However, please note that our area does have the sights, sounds and occasional smells that come with agricultural activities.“The estate spans 30+ acres. brbrFor the safety of our guests and security of the grounds, there are exterior cameras and trail cameras at the property entrances and along the boundaries, as well as in and around the barns and outbuildings.

Private Carriage House Retreat on a 33 Acre Historic Working Estate

Elkton, Maryland, United States

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Bath

Sleeps

$116.29

This enchanting studio in Elkton is a hidden gem for guests seeking a cozy retreat. With a comfortable living room featuring a sofa bed, this space is perfect for unwinding after a day of exploring. The bathroom boasts a relaxing bathtub/shower, vanity and a hair dryer for your convenience. Enjoy modern amenities like heating, AC, and WiFi during your stay. Washer and dryer in unit. Kitchenette with refrigerator/freezer, stove/oven, sink, microwave, coffee maker, toaster oven, pots, pans, plates, bowls, utensils, etc. Closet with dresser, mirror, etc. Off street parking with private entrance. We hope you enjoy what our place and Elkton has to offer. Only about 3 miles away from Fair Hill! brGenerac generator keeps the electricity going if the power goes out.

Apartment

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Elkton, Maryland, United States

1

Bath

3

Sleeps

$425.77

Cottage for two persons (max). Nice water view. Close to I-95 and Chesapeake city. Wooded entrance. Not isolated, neighbors on both sides. Ample outside parking. Walk down steps from parking to the front door.

Cottage Elkton Maryland with Waterview

Elkton, Maryland, United States

Bed

Bath

Sleeps

$218.37

Experience Elkton Like a Local in This Charming 4-Bedroom Home!brbrMake yourself at home in this cozy and well-equipped 4-bedroom house, perfect for families, travelers, and groups. Each bedroom offers a comfortable setup, including a queen bed, full bed, twin bed, and a cozy futon to accommodate your needs.brbrEnjoy the convenience of 1 full bathroom and 2 half bathrooms, complete with a hair dryer for your comfort. This quaint retreat also features:brbr✔ Wi-Fi & High-Speed Internet for work or entertainmentbr✔ Central AC & Heating for year-round comfortbr✔ In-Unit Washing Machine for extended staysbr✔ Iron & Essentials to keep you fresh and ready for any plansbrbrUnwind in a space designed for relaxation and convenience—your perfect home away from home in Elkton!

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Elkton, Maryland, United States

Bed

Bath

Sleeps

$355.07

Escape to this charming pet friendly house in picturesque Elkton. Five minutes from the University of Delaware. 20 Minutes from Great Wolf Lodge in Perryville MD. With 4 bedrooms including 2 queen beds and 2 twin beds, and 2 1/2 bathrooms equipped with a hair dryer, this fantastic property is perfect for families or groups of friends. Over 2200 sq ft with two dedicated work spaces, dining room, living room, and family room. Enjoy the peaceful surroundings and modern amenities like heating, iron, and AC during your stay. We think our place will help you experience everything Elkton has to offer.

Spacious Pet Friendly, 4-bedroom house with AC.. 5 minutes from Univ of Delaware

Elkton, Maryland, United States

Bed

Bath

Sleeps

$508.8

Welcome to your riverside retreat — a contemporary haven of beauty, comfort, and tranquility overlooking the majestic Chesapeake’s Elk River. Here, you’ll enjoy boating, fishing, crabbing, and playful days on the water, all framed by some of the most spectacular sunsets you’ll ever see.brbrBedrooms & BathsbrbrThis home offers three inviting bedrooms:brbrMain floor master suite (King) with private balcony, smart TV, walk-in closet, spa-like en-suite bath featuring double vessel sinks, a two-person shower, and a jacuzzi soaking tub.brbrTwo upstairs bedrooms (Queens) on the third level share a full bath and open to a spacious upper deck — perfect for star-gazing with a glass of wine or simply soaking in sweeping river views.brbrA convenient half-bath and washer/dryer are located on the main floor.brbrLiving SpacesbrbrThe open-concept main floor features a comfortable living room with a 65” smart TV and surround sound system, a fully equipped modern kitchen, and a dining area designed for gathering.brbrStep outside onto the covered deck, furnished with a sofa, loveseat, and swivel chairs for six, plus casual dining for six more under the shade sail. Whether you’re enjoying a family meal or watching the sunset, this outdoor space is made for relaxation.brbrOutdoor EnjoymentbrbrThe backyard offers a private fenced area with:brbrPicnic table for crabs or casual mealsbrbrFire pit for evenings under the starsbrbrBulkhead steps leading into the water — perfect for launching the provided kayaks or floating tubes (beach towels included seasonally)brbrA hammock is available for warm summer days, and a private chef can be arranged upon request (with regular, dairy-free, or gluten-free menus).brbrLocation & SurroundingsbrbrThis home sits adjacent to a local marina for easy boat access (slips arranged directly with the marina) or anchoring out front. You’ll be minutes from charming towns offering unique shopping, wineries, and restaurants, as well as multiple state parks for hiking and biking. Canoe and boat rentals are nearby in North East.brbrDistances to nearby destinations:brChesapeake City: 6 milesbrUniversity of Delaware: 11 milesbrChristiana: 12 milesbrNemours Alfred I. duPont: 22 milesbrBaltimore & Philadelphia: ~45 minutesbrI-95: 6 minutesbrbrAdditional NotesbrbrA completely separate ground-floor apartment (no shared access) is available for rent. It may be occupied during your stay — please inquire if you’re interested in adding it for extended family gatherings.brbrEntrances are monitored by security cameras for safety and package protection.

Starlight Waterfront Retreat: 3 bed 2.5 bath home with separate apartment rental

Elkton, Maryland, United States

3

Bed

1

Bath

6

Sleeps

$279.1

Beautiful contemporary apartment located directly on the Elk River with water access to all points on the bay. This one bedroom apartment is perfect for couples but can accommodate a family with 1 or 2 young children or one more young adult with the pull- out living room sofa. There is a fire pit, outdoor grill, gazebo and direct water access for launching your kayak. The area is rich in fishing, crabbing and water sports with sailing, jet skiing, kayaking and motor boating as popular past times. Gorgeous views are breathtaking year round. Wineries and great restaurants near by. You have your own patios and privacy fence/shade. There are state parks in every directions. Entrance/parking lot is monitored for your safety with security camera. The apartment is the ground floor of a home occupied by a single retired female. This space is a completely separate dwelling, no shared spaces or utilities inside or out (except wifi). The upstairs is not rented, the property is yours to enjoy. Please ask me about details if needed. Minutes from I-95 and about 50 mins equal distance between Baltimore and Philadelphia Airport. Boating, hiking, camping, shopping, antiquing and a casino within 20 miles.

Apartment

Cozy Oasis Waterfront Retreat on the Chesapeake's Elk River.

ELKTON, Maryland, United States

Bed

Bath

Sleeps

$219.41

Escape to Anchors Away cottage in picturesque Elkton. This cozy retreat features 2 bedrooms with a king and queen bed, 2 bathrooms with showers, and two living rooms. A dining area that seats 4. There are also Smart TV's in every room. Enjoy the beautiful back porch with romantic sunsets. A bbq grill is available for use. Plus modern amenities like a washer and dryer, dishwasher, coffee machine, AC, and WiFi. A boat slip is included with the rental. The slip is located a short way down the road. There is ample parking for your boat trailer. So come and enjoy our cottage at Anchors Away.

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton, Maryland, United States

Bed

Bath

Sleeps

$847.6

This amazing 4- bedroom, 2- bathroom waterfront home offers the perfect retreat. brSummer months June, (last 2 weeks) July and August rentals run Friday to Friday only.brPool & Spa are Seasonal **open mid May through Sept only** (saltwater) brPool and hot tub are **closed Oct - mid May**. We do not have a separate stand alone hot tub. brbrConveniently located on the main level are three bedrooms and two bathrooms, both equipped with stand-up showers. The fourth bedroom resides on the lower level.brbrYour waterfront paradise awaits! This private property boasts both a fixed and a floating dock, accommodating boats up to 21 feet (a $125 docking fee applies). Explore the waters with complimentary kayaks (4) and paddle boards (2), or relax on the peaceful deck extending across the rear of the home.brbrDogs allowed 1 with a $125 pet fee. Cats not allowed.brbrALL renters must be 27 or older -unless children of the renter.brbrThis is a waterfront property with a pool children must be supervised at all times.brbrIf you're looking for a party or larger gathering this home is NOT for you.brbrProperty Features:br-Outside propane grillbr- Two workstations 1) in small private office, and 2) in one of the bedroomsbr-Fully equipped gourmet kitchenbr-Seated fire-pit area overlooking the waterbr-Peaceful, private, Zen-like interior/exterior is sure to refresh and renew youbr-Cameras on the front & back doors as well as the pier for your security as well as ours.brbrSituated on the water just minutes from the Chesapeake Bay, this home offers stunning views and abundant wildlife. Savor a cup of coffee or glass of wine as you take in the scenery and watch water skiers and boats glide past. The fully fenced back yard features a seasonal in-ground pool, two patios, umbrellas, and a fire pit, providing ample space for outdoor relaxation and entertainment. brbrThis stunning home features an open floor plan with a gourmet kitchen boasting a large island and marble countertops. Enjoy breathtaking water views from the living area, kitchen, and master bedroom. The luxurious master bathroom showcases custom marble and glass finishes. Downstairs, there is a fully furnished recreation area with a pool table, games, TV for movie watching, and an additional bedroom. All with brand new LVP flooring. The fenced waterfront lawn provides added safety for children and pets. One dog is permitted with an additional fee.brbrChesapeake City is just minutes away and offers fantastic indoor and outdoor dining options accessible by boat or car.brbr*The saltwater pool and spa combo is seasonal. We do not heat the pool but will consider doing so in the spring/summer months for a fee based on usage. We do not have a separate hot tub.brbrSummer months June, (last 2 weeks) July and August rentals run Friday to Friday only. brbrBeds:brBedroom 1 Master - King BedbrBedroom 2 - King BedbrBedroom 3 - Queen BedbrBedroom 4 - Queen bed (finished lower level)brbrWe supply all indoor linens, towels & dishtowels but you need to bring your own pool towelsbrbrBaths:brBathroom 1 - Full main level, no tubbrBathroom 2- Full main level, no tubbrbrThis vacation home is within 6 mi (10 km) of Elkton Golf and Batting Center, Union Hospital, and Historical Society of Cecil County. West Meadow Park and Elkton Indoor Tennis are also within 6 mi (10 km).brbrHistorical Society of Cecil County and Cooch's Bridge are local landmarks, and the area's natural beauty can be seen at White Clay Creek State Park and Elk Neck State Park. Looking to enjoy an event or a game while in town See what's happening at New Castle 100 Archers or Bob Carpenter Center. brBe sure to check out the area's animals with activities such as game walks and birdwatching.brbrWhat's nearbybrUnion Hospital - 11 min drivebrElkton Indoor Tennis - 12 min drivebrHistorical Society of Cecil County - 12 min drivebrCow Pond - 12 min drivebrC and D Canal Museum - 10 min drivebrbrGetting around:brNewark Station - 23 min drivebrPHL Intl. Airport - 50 min drivebrBaltimore Washington Intl. Airport (BWI) - 77 min drivebrRestaurants:brBakers - 5 minute drivebrSweet Cowolines Ice Cream - 5 min drivebrMcDonald's - 10 min drivebrChipotle Mexican Grill - 11 min drivebrElk River Brewing Company - 11 min drivebrDunkin' - 10 min drivebrChesapeake Inn Restaurant & Marina - 10 min drive

Breathtaking Waterfront Property w/ pool and private dock. Relax and unwind.

Elkton, Maryland, United States

Bed

Bath

Sleeps

$205.64

This 3 bedroom, 2 bathroom home is the perfect place to get away from it all while remaining convenient to all the best that Maryland, Delaware, and Pennsylvania have to offer. Minutes from Fair Hill Natural Resource Management Area for the horseback riders, mountain bikers, hikers, and nature enthusiasts. University of Delaware is a quick 10 minute ride away to catch a football game, celebrate commencement, or enjoy the perks of downtown Newark. Other local attractions abound, including orchards, vineyards, breweries, boating, and fishing. Just an hour from Baltimore or Philadelphia and not far from major highways, which makes for the perfect getaway with minimal traffic. There is a Ring security camera installed outside the house. This camera provides the owner a view of both of the house’s entrances. The camera does have audio capabilities that are not monitored unless necessary.brbrThe house is situated on 4 beautifully wooded acres, with a path down to a peaceful creek at the back of the property. It includes all the major amenities of a home away from home, including fully outfitted kitchen, washer and dryer, spacious bedrooms, comfortable living room, and sleeping arrangements for a group of up to 6 people.

Wooded Retreat Minutes From Fair Hill and University of Delaware

Elkton, Maryland, United States

Bed

Bath

Sleeps

$1164.0

Welcome to our luxurious 6-bedroom, 4.5-bath home nestled on 12 acres of woodlands with expansive farmland views. brbrIdeal for families, corporate retreats, or large groups.brbrThe home features a heated pool, hot tub, sport court with full size pickleball court, golf driving net, bikes, and a gourmet kitchen. Inside, enjoy a sauna, home gym, steam shower, and a designated meeting area. brbrRelax by the fire pit or explore the stream and woodlands. A perfect destination to relax, work, and enjoy nature.brbrOur home is located down a lane that is approximately .5 miles long. Please excuse our neighbor-- he likes his treasure... and there is A LOT of it. Go right past all of that to the next drive on the right, head up the hill and escape to our home that is nestled on the hill with complete privacy!brbrSome rideshare service may be available, you would need to download your preferred ride share app to find out.brbrYou’ll have full access to the entire home! Here’s what to expect across each level:brbrMain Level:brThis floor features the luxurious Master Suite, complete with an en-suite bathroom and laundry/closet space, steam shower, and propane fireplace. The gourmet chef’s kitchen and coffee bar are fully stocked with all the essentials to make your stay seamless. A half bath is conveniently located in the hallway for guest use. The spacious dining area includes seating for eight, a highchair, and a children’s table. You’ll also find a designated workspace, two cozy seating areas with plush couches and a TV, plus access to the garage and utility closet.brbrUpstairs Level:brThis level includes four bedrooms, two full bathrooms, and an additional full laundry room for your convenience.brbrBasement Level:brEnjoy a private bedroom, a full bathroom with a shower, a home gym, a recreation area, and a third laundry space. Relax and recharge in the sauna or unwind in the seating area just outside of it. This level also offers walk-out access to the pool area.brbrOutside: Get ready for some serious fun! You`ll find an in-ground pool with a hot tub and a splash-friendly children’s pool area, plus a fire pit perfect for cozy evenings. The pool area is fully gated for peace of mind. Inside, there`s plenty of seating to kick back and relax—and a slide that takes the fun up a notch! Just steps away is a full sport court with both basketball and pickleball, complete with everything you need to jump into a game. Take a moment to unwind on the bench, jump on the in-ground trampoline, or swing while soaking in the wide-open farmland views. Feel like practicing your short game There`s even a putting green waiting for you if you’ve got your clubs handy! And with 12 acres of land to roam, there`s no shortage of space to explore and enjoy the great outdoors.brbrNOTE: The pool is not heated but can be for a fee. The pool is opened from April-November.brbrPlease do not access our neighbors property. We want to respect their property and their rules. Their land is off limits and should not be accessed by anyone at any time. This means do not not walk down driveways, go through the woods to access, or drive down any lanes besides the main lane and our driveway.brbrThe pool is now closed for the season until April 2026!brPlease be mindful of our space and throw away all trash in the outside cans upon your departure. A large dumpster is available at the end of the driveway if the cans do become full during your stay with us.brbrPets are allowed with approval and paid pet fee. If pets are present without approval or paid pet fee, you will be charged a $475.00 non refundable fee which will be added to your total reservation cost.brbrPlease be sure to turn off all lights, appliances, or anything else you may have used during your stay upon your departure. brbrNo smoking allowed in home whatsoever. If there is evidence of smoking in the home, you will be charged an additional $250.00 cleaning charge.brbrPlease be courteous of our neighbors and respect their property. You may not access any other property but ours. Please do not walk down driveways of other homes or onto other homeowners properties.

Spring has Sprung, Visit Woodland Retreat Today!

Elkton, Maryland, United States

Bed

Bath

Sleeps

$365.69

Sunset River Shack – Nauti, Nice, and UnforgettablebrbrSunset River Shack is both Nauti and Nice! This stylish boho-meets-nautical waterfront cottage is full of personality and perfectly positioned for year-round sunset views over the Elk River in the Upper Chesapeake Bay. Whether you’re looking for a romantic retreat, a fun-filled girls’ getaway, a boating adventure, or a family vacation, this newly renovated gem has everything you need to relax, recharge, and make memories. The only challenge you’ll face is convincing yourself to leave when it’s time to go home.brFrom the moment you arrive, you’ll feel the inviting energy of the water all around you. The cottage sits right on the shoreline, with wide-open views that change throughout the day—from sparkling morning light to fiery evening skies. The fresh bay breeze and the sound of gentle waves lapping against the shore create a backdrop that feels both peaceful and energizing.brNauti-Boho Style with All the Comforts of HomebrInside, Sunset River Shack blends playful coastal style with cozy comfort. Light-filled rooms feature airy colors, nautical accents, and bohemian touches that give the space a laid-back yet chic vibe. The open living area is perfect for relaxing with a glass of wine, playing games, or simply gazing out at the river through the large windows.brThe fully equipped kitchen makes it easy to prepare everything from a quick breakfast before hitting the water to a full seafood feast after a day of adventure. Gather around the dining table for a meal with a view, or step outside to enjoy the fresh air while you eat.brComfortable Sleeping SpacesbrThe bedrooms are designed to be comfortable and welcoming, making it easy to rest after a day of fun. Whether you’re traveling as a couple, with friends, or with family, the layout makes it easy to spread out and still enjoy time together.brOutdoor Living You’ll Never Want to LeavebrThe outdoor spaces at Sunset River Shack are where this property truly shines. Start your morning on the deck or patio with a cup of coffee, and end your day soaking in the 5–6 person hot tub while watching the sun dip into the horizon. In between, lounge in the sun, read a book by the water, or take a nap to the sound of the river.brWhen evening comes, gather around the fire pit for s’mores, storytelling, and laughter under the stars. The property’s dock access means you can bring your boat or rent one nearby, making it easy to explore the Elk River and the Upper Chesapeake Bay. Spend the day cruising, fishing, or simply floating and enjoying the scenery.brPrime Location Near Chesapeake City and BeyondbrWhile you could happily spend your entire visit enjoying the Shack, its location means you’re never far from great food, unique shopping, and local attractions.br Chesapeake City, MD – Just a few miles away, this historic canal town offers waterfront dining, boutique shops, and seasonal festivals.brElk Neck State Park – A short drive brings you to hiking trails, mountain biking paths, a historic lighthouse, and dramatic cliffside water views that are perfect for photography.brLocal Dining – From casual crab shacks to fine dining, the Upper Chesapeake has something for every taste. Enjoy fresh seafood, local specialties, and waterfront views at nearby restaurants.brUniversity of Delaware – Located only a short drive away, Sunset River Shack is a favorite for parents visiting students, long weekends, and graduation celebrations. Many guests make it their home base for special campus events, enjoying the peaceful waterfront retreat after busy days in town.br Activities for Every SeasonbrSunset River Shack is a year-round destination with something special to offer in every season.br Spring – Mild temperatures and blooming landscapes make this the perfect time for kayaking, biking, and exploring local towns without the summer crowds.brSummer – Long, sunny days mean swimming, boating, paddleboarding, and fishing right from the property. Evenings are perfect for hot tub soaks and fire pit gatherings.brFall – Crisp air, colorful foliage, and peaceful waters create an ideal setting for cozy getaways, wine tastings, and scenic hikes.brWinter – A quiet escape with stunning sunsets, steaming hot tub sessions, and time to unwind in a beautiful setting.br Why Guests Love Sunset River ShackbrVisitors are drawn to the Shack for its unbeatable combination of charm, comfort, and location. The décor is fun and welcoming, the water access is second to none, and the sunsets are unforgettable. Guests love being able to enjoy both relaxation and adventure—spending one day out on the water, and the next curled up inside with a view of it.brThe Nauti-Boho vibe sets it apart from other rentals, giving it a personality all its own. Whether you’re taking photos for your trip album or simply soaking up the moment, this is the kind of place where every corner feels special.brEasy Access from Major CitiesbrDespite its peaceful feel, Sunset River Shack is easy to reach. It’s less than an hour from Philadelphia and Baltimore, about two hours from Washington, D.C., and New York City, and just a short drive from the University of Delaware. This makes it ideal for quick weekend escapes as well as longer vacations. And with no beach traffic to worry about, you’ll spend more time enjoying your stay and less time stuck in the car.brBook Your StaybrSunset River Shack is more than just a place to sleep—it’s a destination. From year-round sunsets over the Elk River to hot tub soaks with a view, from fire pit evenings under the stars to days spent boating from your own dock, every moment here is designed to be memorablebrWhether you’re marking a special occasion, visiting the University of Delaware, or simply craving some time away, the Shack is ready to welcome you with open arms and a million-dollar view.brBook your stay at Sunset River Shack today and experience the best of the Upper Chesapeake Bay—Nauti, Nice, and completely unforgettable.

Sunset River Shack -amazing waterfront view

Elkton, Maryland, United States

Bed

Bath

Sleeps

$2231.3

Off season months: Check in is 1pm and Check out is 11 ambrSummer Months: Minimum rental periods of a full week Sunday to Sunday is preferred. Check in is 4pm and Check out is 10 am. This works best for our cleaning staff. Shorter stays can be requested and may be considered on a case by case basis. Please reach out with questions.brbrbr For your family enjoyment, this 6,000 sq. ft riverfront retreat offers panoramic water views and breathtaking sunsets over looking miles of the Elk River. It is a perfect property to have family reunions and celebrate holidays together. Kitchen is fully equipped to cook holiday dinners. brNestled on 5.5 acres on top of a 40 feet bluff above the water you will enjoy the waterfront 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 a 120 foot dock. The manicured estate starts as you pass through the large brick double gates down the illuminated tree-lined driveway that changes color with every season. You will enjoy the outdoor park-like activity areas which include: regulation pickleball court coming mid fall 2025, tetherball, basketball, horse shoes, fire pit, fire table, barbecue areas, landscaped bridge, children's playground with swing set, picnic tables, 2 two person kayaks with life vests, scenic track for running or walking that meanders throughout the property, and professionally landscaped areas which complement the Chesapeake Bay's setting and ambiance. Internet and Wifi will be available to you.The home has been completely updated with fresh paint and new furniture and lighting fixtures. In the warmer months, sit by the in-ground pool and enjoy the amazing sunset views. In the cooler months, enjoy time gathering with family to play games in the cozy mahogany library, get warm by the large fire pit area, fire pit table, or one of the two indoor fireplaces, relax in the new 7 person hot tub overlooking the water, visit nearby attractions and restaurants, or cook in the gourmet kitchen. The kitchen is well stocked with dishes, pots and pans, casserole and baking dishes, 2 dishwashers, 2 refrigerators, and a Scotsman ice maker with large slow melting cubes.brYou will enjoy the Eastern Shore lifestyle at any time of year in this spectacular estate home.brbrThe home is conveniently located and is a short 10 minute drive to Chesapeake City that has shops and restaurants by the water, a 25 minute drive to Christiana Mall that hosts a wide array of shopping of all kinds, 20 miles to the casino at Delaware Park, and a 20 minute drive to North East where there are shops and restaurants. There are several golf courses and a batting center nearby as well. It is also very close to a large variety of grocery stores, restaurants, fresh seafood store, liquor stores, and a roadside market in the warmer months. brAdditional Property Details: We have added the option of filling your fridge prior to your arrival. There is a link below for a local grocery store where you can place your order. Our property manager will pick up your items and have your refrigerator stocked prior to your arrival. There is an additional fee for this service. Link for the grocery store is: https://www.rednersmarkets.combrOrders under $75brService charge of $45brOrders between $75 and $150 Service charge $ 100 Orders over $150 Service charge $125 Please let us know if you would like to add this service prior to your arrival. brbrLiving Room:br Living Areas:br Living room offers updated comfortable leather furniture, fireplace, 65 inch art tv and amazing views of the water. Theater Room has new comfortable leather seating with 100 inch cable TV, DVD player with a large selection of DVD's, beautiful water views, and blackout curtains for watching movies. Large mahogany library with fireplace. This room is perfect for playing games, reading, or enjoying cocktails before or after dinner.brbr Kitchen:brThe gourmet kitchen offers a gas oven with 6 burner gas cooktop, 2 large refrigerators with freezers, bar fridge, a 2 drawer fridge under the Island, 2 dishwashers, Scotsman ice maker with large slow melting cubes. The kitchen has recently been completely upgraded and has granite island for meal prep, bar area for serving and extra storage, toaster, blender, Kitchen Aid stand mixer, food processor, Keurig and standard coffee maker, foreman grill, and crock pot. The fully stocked kitchen offers dishes for 16 or more, large selection of pots and pans, serving platters and bowls, bakeware, tools for grilling, and electric roaster upon request.brbrIndoor Dining:br Dining room table seats 10, kitchen table seats 8, 4 bar stools at the kitchen island, all with fabulous views of the water.brbrOutdoor Dining:brSeating for 12 in 3 season room with panoramic views of the water and also has a separate seating area and kids picnic table. There is an outdoor table with seating for six that sits under a pergola, and multiple picnic tables throughout the property. There is a fire table with 6 Adirondack chairs that can be used for an additional dining space. 6 additional adirondack chairs overlooking the water.brbrBedrooms:brBedroom 1brLarge primary bedroom with comfortable King size bed, fabulous views of the water, sitting area, and large full en suite bathroom with shower. 65inch TV. It also has a queen pull out sofa.brbrBedroom 2 brLarge primary bedroom with comfortable King size bed, fabulous view of the water, large full en suite bathroom with shower. 42 TVbrbrBedroom 3 Queen size bed with partial view of the water. Full bathroom with tub and shower are next to this bedroom. brbrBedroom 4: One bunk bed with full and single bed, one bunk with two single beds offering sleeping for 5. Full bathroom with shower directly across the hall from this bedroom. brbrBedroom 5: King size bed with view of the front of the property, full en suite bathroom with tub and shower. 50 inch TVbrbrbrBedroom 6 brQueen bed with one of the best views in the house. This room is an indoor walk through to one of the primary bedrooms. Primary bedroom has an outdoor entrance that can be used if privacy is needed in this bedroom. Full bathroom with shower and tub are beside this room. brbrBedroom 7 :brPrivate cedar house complete with queen bed, couch, microwave, beverage fridge and TV. There is no bathroom, but it is a very short walk to the house. This is perfect for a young couple, or teenagers that want privacy. It does have heating and air conditioning but cannot accommodate extreme heat or cold temperatures so it may not always be available. It smells like cedar so you have to like that smell to stay there. brbrPickleball: Regulation pickleball court with water views.brbrSwimming Pool:br Swimming pool with amazing views of the river. Pool will open in Mid-May and close in Sept depending on weather. Heating is not guaranteed in extreme temperatures. Life vests are provided. brbrHot tub with water views.brbrWater Sports:br 2 2 seater Kayaks. Feel free to bring your own. 120 ft dock is perfect for fishing, crabbing, and sun bathing. Dock can be used to dock your boat or jet ski however lifts are not available for use. You will be responsible for any damage caused by docking there. Discuss with property manager planning on bringing a boat as some boats are too large for low tide (3 ft.)brThere are 2 marinas close by that will rent boat slips. One is North East River Marina located 16.7 miles from the River House that offers boat slips, (nightly or weekly rentals), pontoon boat rentals, a chartered 50 ft luxury cruiser that holds 10 people that allows you to customize your trip, and single and double kayaks. It is recommended that you reserve well in advance so that you assure availability. The other one is Locust Point Marina and it only rents boat slips. brbrRental does not include access to the garages, sheds, or cottage. Property managers live in the cottage to help you with check in, oversee maintenance of the property grounds, and to promptly address any problems that you may have during your stay. They may or may not be living on site during your stay but are available 24 hours a day should you need assistance or have questions. Please be assured that you will have complete privacy and full use of all of the amenities without any interference. For added safety the outside of the property has security cameras that will only be viewed if there is a problem. There is no ongoing monitoring of these cameras, and there are NO active cameras inside the home during your stay.brWe look forward to hosting you and your family!brBarbara and Alex

Waterfront: Panoramic Water Views/ Pickleball /Hot Tub/ Pool/Sleeps 16

Elkton, Maryland, United States

Bed

Bath

Sleeps

$412.28

Welcome to our beautiful getaway located on the water in a peaceful wooded setting. Our home is situated on over an acre of land, offering plenty of privacy and serene natural surroundings. Inside, you'll find a spacious and inviting open floor plan, with hardwood floors and stylish décor. Outside, you'll find a private oasis, with a large deck overlooking the water and a sparkling pool. There are plenty of outdoor activities to enjoy, from swimming and fishing in the water to hiking and exploring the woods. Our home has been totally renovated and is well-maintained, so you can be sure that you'll have a comfortable and enjoyable stay. We look forward to welcoming you! 10 Minutes from Chesapeake Inn!

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton, Maryland, United States

Bed

Bath

Sleeps

$377.37

Nestled in Elk Neck, this delightful cabin offers a wonderful retreat for guests. With 2 cozy bedrooms featuring a queen, full, and twin bed, along with 3 bathrooms including a jetted bathtub, this enchanting property provides a pleasant stay. Additional spaces like a living room with a sofa bed and two offices with sofa and twin beds offer flexibility for guests. Convenient to multiple horse shows and marinas in the area. We're happy to assist with any questions while you stay at our cabin.

Cabin

Charming 2-bedroom cabin close to Fair Hill on horse farm

Elkton, Maryland, United States

2

Bed

2

Bath

13

Sleeps

$288.32

We are glad to announce the opening of our new place called the Cove., Located or the Chesapeake Bay water shed just minutes from Elkton and Chesapeake City Md. br This family retreat has three bedrooms and two baths and will comfortably sleep eight. The kitchen has all new appliances with granite counter tops with spectacular views of the water.br All new windows will enhance your water views from the bedrooms or more important from the sun room off the front of the house.br For outdoor lovers there will be plenty to do. Grill on the large deck overlooking the water, or play bad mitten, volleyball, and corn hole with the kids. Stroll out onto our 120 foot dock and watch your family launch the kayaks or the canoe from the floating dock. at the end of the pier.br In the evening while everyone is tired from a long day on the water enjoy wine and cheese by the fire pit under the spreading maple tree.br In the evenings you can watch the sunset directly across the river, watch TV, or just play games in the living room.br For the equestrian set we are just 12 miles from the new five star event course at Fair Hill, Maryland.brbrAs our sign says Welcome Home To The Cove.

The Cove On The Waterfront

Elkton, Maryland, United States

Bed

Bath

Sleeps

$240.25

Located in Elk Neck, this home is near the Chesapeake Bay, Elk Neck State Park as well as Delaware and Pennsylvania.brPlenty of places to park your boat, full size RV or any other toys you may bring with you.brClose to water and plenty of hiking locations.brThis adorable and well built contemporary home is completely remodeled and upgraded throughout.brThis home is ready for you to sit back, relax and enjoy!brThe spacebrHome is set on over 4 acres of land with plenty of open space to enjoy. Full kids play set as well as a sandbox for kids to enjoy. There is also a set space to have a camp fire to roast marshmallows. We have added a park style grill near the fire pit, as well as the necessary cookware for it. The backyard has plenty of room for tents and inflatables if desired they are available locally.brbrWelcome to this charming house in Elkton. This terrific property features 3 bedrooms - 2 queen beds and 1 twin bed, along with 2 bathrooms equipped with showers and hair dryers. The living room offers an additional sleeping space with a cozy sofa bed. Guests can enjoy amenities like WiFi, heating, AC, iron, and a washing machine. We hope you enjoy what our place and Elkton has to offer.

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Elkton, Maryland, United States

Bed

Bath

Sleeps

$2038.62