Vacation rentals with a kayak in Cecil County

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Top-rated kayak rentals in Cecil County

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Guest favorite

Home in Betterton

4.93 out of 5 average rating, 14 reviews

Waterfront Chesapeake Bay Cottage walk to Beach

Lovely cozy cottage with big waterfront views on the Chesapeake Bay on 1/2 an acre. Walk to the public Beach in historic Betterton. Modern playground, tennis/pickle ball courts nearby. A 7 minute walk to a lovely, usually deserted public beach with great swimming. Enjoy ann outdoor shower under the blue skies post beach! A quick 15 minute ride to Chestertown, Washington College, Downrigging Weekend! Betterton is located quick 1 1/2 hour ride/ 80 miles from Washington DC & Philadelphia.

Guest favorite

Cottage in Charlestown

4.97 out of 5 average rating, 116 reviews

Long Beach Cottage, (romantic couple’s getaway)

The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower, is complete with luxury linens, cozy robes & soft towels

Superhost

Cabin in Elkton

4.81 out of 5 average rating, 36 reviews

Large Cabin w/ RiverView&Hot Tub

Escape to our spacious cabin with river view! Only 2-3 hours from NYC/DC. Secluded in nature, it's a perfect, peaceful getaway for couples & small families. Enjoy stunning views, tranquility, and nearby amenities such as restaurants, vineyards, horse riding, kayaking, and more. Soak in the hot tub under a canopy of stars, enjoy a peaceful evening around the fire pit, or play pool/air hockey/ping pong or board games in the game room. Relax and create lasting memories. Book your stay today!

Guest favorite

Home in North East

5 out of 5 average rating, 38 reviews

Boho River Cottage

Chesapeake Bay getaway. Located on the North East River. The renovated cottage sleeps 4. Nap in our secluded backyard gardens. The cottage includes water access, kayaks, bikes, and a SUP board. Explore the town of NE to shop & dine in the region's top restaurants. Minutes from Elk Neck State Park, offering hiking, fishing, bird watching & mountain biking. Visit historic Havre de Grace, the Hollywood Casino, or relax and catch a sunset and the cool breeze coming off the North East River.

Guest favorite

Home in Perryville

4.99 out of 5 average rating, 100 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!

Guest favorite

Vacation home in North East

4.93 out of 5 average rating, 68 reviews

Bonfire by the Creek

Relax in this cozy little home by the creek; fully furnished, beds freshly made; plenty of pillows & blankets, two TV's, and a fully-equipped kitchen. Be sure to take one of our kayaks out to explore the cove & creeks along the Elk River, then cookout on our propane grill & enjoy your dinner by the creek watching the wildlife- Eagles, Osprey, Heron, Ducks, Geese, & maybe even deer or a fox walking along the shoreline. After dinner, a bonfire is a great way to enjoy the evening!

Guest favorite

Home in Charlestown

4.83 out of 5 average rating, 23 reviews

The Sunset House

Spacious 5-bedroom, 3-bathroom home in Charlestown, MD, perfect for families and groups! Enjoy 2 king beds, 3 queen beds, a fully stocked kitchen, and a cozy outdoor entertaining area with a grill, fire pit (wood provided), and a relaxing hot tub. Just 1.5 blocks from the Chesapeake Bay, with kayaks and paddleboards available for your adventures. Plenty of games included for added fun. Ideal for your next getaway! Bringing a boat? Utilize the mooring while you stay!

Guest favorite

Home in Perryville

4.92 out of 5 average rating, 198 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

Home in Charlestown

4.98 out of 5 average rating, 41 reviews

Catching Sunsets on the Bay

Come and enjoy this brand new home, built for making memories on the Chesapeake Bay! Our spacious 3 bedroom, 2.5 bath is perfect for your next getaway. Our cozy, yet modern home is within feet of the Northeast River where you can take in the beautiful views, go kayaking, swimming or boating, or take a 12 minute drive to the new Great Wolf Lodge! Our home is perfect for couples or families as we have games, toys, and a pack n play if needed!

Guest favorite

Home in Earleville

4.92 out of 5 average rating, 164 reviews

Cozy 4 BR 3 BA Near Chesapeake City

Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.

Guest favorite

Cabin in North East

4.94 out of 5 average rating, 34 reviews

Sunset Bay Waterfront cottage on Chesapeake Bay

Waterfront property on the northern fringes of the Chesapeake Bay. Our property consists of one bedroom and one loft. Enjoy our 40' long elevated deck with views straight out over 7 miles of water. Bring your boat, jetski or other water toys and moor them directly in front of the property. Sandy bottom is ideal for swimming and just hanging out. Deer & Eagles abound . Easy 1 mile walk to the Turkey Point lighthouse.

Superhost

Home in Havre de Grace

New place to stay

Isaac's aNORAble House

This special place is close to everything, making it easy to plan your visit. Book our home and also contribute to a meaningful cause that promotes Art, Advocacy, and Acceptance for the disability community. Our blue and yellow house include 5 bedrooms, 5 queen beds, 3 full bathrooms, a ramp to enter, and a clean and spacious backyard. Isaac's aNORAble Home is within walking distance from restaurants, shops, and water!