Waterfront vacation rentals in Cecil County

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Top-rated waterfront rentals in Cecil County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A two-story blue house is set against a clear sky, offering a welcoming facade. The driveway leads to a spacious outdoor area, featuring a grassy yard and seating arrangements near the water. Leafless trees frame the property, emphasizing the natural surroundings.
Home in North East
5 out of 5 average rating, 23 reviews

Riverfront Haven @ Hances Point

Relax with the whole family at this peaceful, riverside retreat! Enjoy comfortable, open-concept living in this spacious indoor/outdoor setting. You are located back a private drive, with plenty of outdoor space to enjoy the water, yard games, fire pit and kayaks, and frequent bald eagles overhead. Plenty of parking for your whole family or group. Beautifully appointed kitchen, large living area, screened in porch, and two 75" TV's. Convenient to local shops, restaurants, parks and fishing.

Top guest favorite
Apartment in Chesapeake City
4.94 out of 5 average rating, 115 reviews

Hygge Haven: A cozy apartment in a canal-side town

Chesapeake City is a historic town located on the C & D Canal; it's not unusual to be greeted by locals as you explore the town. The apartment is a bedroom with sitting area, fully equipped kitchen & bath. It's in the heart of the town & walkable to all the boutiques, restaurants & nightlife! It comes equipped with a Nespresso machine, coffee pods,sparkling water, wifi & tv if you just want to chill. It's steps from the canal for lovely sunrise/sunsets! There are bike/walking paths nearby.

Guest favorite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.97 out of 5 average rating, 149 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top guest favorite
The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.
Home in North East
4.96 out of 5 average rating, 127 reviews

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Top guest favorite
Adirondack chairs are positioned on a grassy area overlooking the Chesapeake Bay. A small side table accompanies the chairs, providing a space for drinks or snacks. Trees provide shade to this serene outdoor spot, where the blue water and sky blend harmoniously.
Home in Earleville
5 out of 5 average rating, 28 reviews

Sweet Bay Overlook

Take it easy at this unique home overlooking the Chesapeake Bay. You will enjoy watching the amazing sunsets on the bluff as the eagles, ospreys and boats drift by. Our little house was built in the 1960’s by a brick mason who was very good at his trade. In recent years, the home had fallen into disrepair, but a talented Amish craftsman purchased the house and renovated it from top to bottom. The Sweet Bay that you see today reflects his incredible attention to detail and quality.

Top guest favorite
A wooden deck is presented with two rocking chairs, positioned on a textured area rug. Surrounding trees offer a lush backdrop, enhancing the natural setting. The rustic log construction of the cabin complements the peaceful ambiance of the outdoor space.
Cabin in Cecil County
5 out of 5 average rating, 112 reviews

Waterfront cabin home - 9+ private wooded acres

Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

Guest favorite
A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.
Home in Perryville
4.93 out of 5 average rating, 233 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Guest favorite
A stunning sunset over the Elk River is displayed, featuring vibrant hues of orange, pink, and purple reflecting on the water's surface. The tranquil scene is framed by silhouettes of trees along the shoreline, creating a serene atmosphere.
Cottage in Elkton
4.91 out of 5 average rating, 99 reviews

Sunset River Shack -amazing waterfront view

Sunset River Shack is both Nauti and Nice!This awesome Nauti -Boho styled waterfront cottage has fantastic water views overlooking the Elk River on the Upper Chesapeake Bay. Sunsets all year long. The cottage is newly renovated and perfect for a romantic getaway, family vacay, boating trip, girls getaway, or no occasion at all. You'll never want to leave! Enjoy Chesapeake Bay life at Sunset River Shack.

Top guest favorite
A paved pathway leads from the grassy area toward the water's edge, where a dock extends into the river. A large tree provides shade on the left, while the sky is partly cloudy with bright blue hues above.
Home in Elkton
4.98 out of 5 average rating, 48 reviews

Elk River Cottage

Bring the whole family and enjoy a peaceful stay at this house, which is nestled in a private community, right on the Elk River. Relax on the dock and watch the boats go by, grab your pole and go fishing, or bring your kayak and paddle around. This one-story cottage on the river has ample sleeping room and a great view of the water - the perfect low-key vacation getaway!

Top guest favorite
The interior of the cottage features rustic wooden beams and stone walls, creating a charming ambiance. A staircase leads to a lofted area. An inviting dining table sits at the center, surrounded by open living and workspace areas, equipped with various comfortable furnishings.
Cottage in Port Deposit
4.94 out of 5 average rating, 324 reviews

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.

Top guest favorite
An outdoor deck features a black gas grill, a small table set for two, and two wicker chairs. The tranquil view encompasses lush greenery and a body of water, complemented by a shaded area provided by a large umbrella.
Apartment in Chesapeake City
4.93 out of 5 average rating, 200 reviews

Bohemia Vista CC Horse Farm Apartment

Comfortable and private, 10 minutes from Chesapeake City This private apartment comes with a basic kitchen, private bedroom with king sized bed, common area twin bed, sitting area, bath with a jacuzzi tub, and expansive views of farmland and horses. Private entrance and use of private laundry room included.

Top guest favorite
Two beach chairs are positioned on the sandy shore, facing the calm waters of the Chesapeake Bay. The scene captures a clear sky filled with fluffy clouds, reflecting the tranquil atmosphere of the private beach.
Home in Perryville
5 out of 5 average rating, 32 reviews

Stunning Chesapeake Bay views, 5 bedrooms, 3 bath

Water lovers of every kind will enjoy this property on the shore of the Chesapeake Bay. Boaters, swimmers, kayakers, outdoor enthusiasts, or just those who enjoy the expansive water views will want to stay anchored here. The comfortable coastal style home will wow young and old alike.

Popular amenities for Cecil County waterfront rentals