Cottage vacation rentals in Cecil County

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Popular amenities for Cecil County cottage rentals

Cottage rentals with a hot tub

The exterior of the cottage showcases a stone facade with a welcoming front entrance, framed by a wooden door. Lush green grass surrounds the home, complemented by ornamental shrubs and a flowering plant at the base of the steps. An American flag adds a touch of character.
Cottage in Wrightsville
4.83 out of 5 average rating, 87 reviews

Private Hot Tub at Cozy Wrightsville Cottage!

AmberRating, 5 stars3 weeks ago
Very cute place. As described and stocked with everything we needed. Nice little weekend getaway while we were getting work done on our house.
Guest favorite
A circular hot tub is situated on a stone patio, complemented by a wooden deck nearby. The hot tub is covered, with a matching cylindrical unit beside it. Lush greenery surrounds the area, creating a serene outdoor environment.
Cottage in Elkton
4.92 out of 5 average rating, 71 reviews

Sunset River Shack -amazing waterfront view

MelissaRating, 5 stars1 month ago
Jessica's place was the perfect place to spend the weekend with my daughter. Even though it was too cold to sit outside, we were still able to enjoy the view. Jessica was extremely easy to work with and when I asked if we could check-in a little early she let me know that wasn't a problem at all. A great mother/daughter weekend!
Guest favorite
The charming entrance of the cottage features a covered porch with wooden pillars and two chairs. A welcoming door is flanked by decorative shutters and a simple wreath. Landscaping includes flower beds and a stone pathway leading up to the porch.
Cottage in Conestoga
4.86 out of 5 average rating, 366 reviews

Safe Harbor Cottage

JakeRating, 5 stars1 week ago
Cute home, scenic, easy check in, great hosts!
Top guest favorite
A cozy seating area features four wooden Adirondack chairs arranged around a stone fire pit, set beside a snow-covered creek. The scene includes bare trees lining the creek and a hint of sunlight illuminating the winter landscape.
Cottage in Delta
5 out of 5 average rating, 6 reviews

The Cabin at Muddy Creek

SarahRating, 5 stars5 months ago
This was the most beautiful setting for Thanksgiving! The house was so cozy, and the property was unreal. We loved hiking, playing on the swing, watching the eagles, and fishing for Trout. Hot tub was a nice touch, too! Thanks so much for everything- we can’t recommend enough! 5 stars!
Guest favorite
The exterior of the retreat is showcased, featuring large glass windows that provide views into the interior. A spacious deck extends from the building, furnished with outdoor seating, while a landscaped yard is complemented by walking paths and surrounding trees.
Cottage in Lincoln University
4.96 out of 5 average rating, 100 reviews

Thunder Hill Retreat - Spacious/Deck/Hot tub

JoeRating, 5 stars2 weeks ago
This was by far and away the best Airbnb I have ever stayed in. Was extremely clean, seemed almost brand new. Exactly as advertised. 10/10 would absolutely recommend. Perfect for the large group we had!

Pet-friendly cottage rentals

Superhost
A charming cottage is nestled among trees, featuring a gravel driveway leading to the front door. Colorful flowering shrubs enhance the exterior, while a living area is visible through large windows. White adirondack chairs are arranged on the lawn, inviting relaxation in the expansive outdoor space.
Cottage in Chestertown
4.91 out of 5 average rating, 35 reviews

Chesapeake East Shore Chestertown,Pool (May1),Dock

AntoinetteRating, 5 stars8 months ago
We loved our stay at the cottage. Everything was clean and well maintained inside and out. We especially loved the gorgeous surroundings. The property was beautiful and peaceful. We enjoyed daily swims in the pool and time at the dock. Robert was a wonderful host and made everything very clear and easy as well as was easy to communicate with. We couldn't have asked for a better get away. Chestertown is adorable and fun to check out. We hope to return in the future.
Guest favorite
An outdoor space features a fire pit surrounded by several adirondack chairs in varying colors. The area is landscaped with a gravel surface and is bordered by a white picket fence, with flowering shrubbery and a small building visible in the background.
Cottage in Rock Hall
4.91 out of 5 average rating, 124 reviews

Cottage with Modern Updates - Walk to Waterfront!

LisaRating, 5 stars1 week ago
Absolutely Beautiful home!! Large yard. The Dog kids had a blast running after each other!! lol. Very spacious and loved the open floor plan and kitchen!! Outside fire pit what a plus!! Can’t wait to rent this again in the future!!!
Guest favorite
A wooden pier extends into the water, showcasing two boats docked alongside. Lush greenery surrounds a grassy area with a cottage partially visible in the background, providing a serene waterfront setting surrounded by nature.
Cottage in Pasadena
4.88 out of 5 average rating, 124 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

JasonRating, 5 stars3 weeks ago
Great place and nice host. Would stay again definitely worth the price. The property was awesome, great place for a fire pit and barbecue.
Guest favorite
A spacious bedroom features a light-colored bedframe with a neutral bedding set. A woven chair adds texture beside the bed, while a wall mural depicting a serene dock scene enhances the room's ambiance. Soft lighting highlights the modern decor and clean lines.
Cottage in Wrightsville
4.97 out of 5 average rating, 59 reviews

Modern River Cottage with Amazing Marina Views

MikeRating, 5 stars2 months ago
This was my second time at Josh’s place. I love the views and feel right at home . Will definitely come back!
Top guest favorite
A wooden deck overlooks rolling green fields, framed by tall trees. Two comfortable chairs are positioned beside potted flowers, inviting relaxation. In the distance, Amish buggies can be seen passing through the serene landscape.
Cottage in Paradise
4.96 out of 5 average rating, 372 reviews

Paradise Amish Cottage. 3 Bed Private 1 level

RobertRating, 5 stars4 days ago
This is the second time we've visited and Louita was as hospitable as ever. The whole process was easy and everything exactly as described.
A serene sunset is captured over a calm creek, with vibrant orange and pink hues reflecting on the water's surface. Silhouettes of boats are visible at the dock, framed by leafy branches above.
Cottage in Pasadena
4.82 out of 5 average rating, 17 reviews

Sunset Lagoon Home

Monisha PaulineRating, 5 stars7 months ago
Tiffany’s place was very cozy and comfortable. Amenities were well thought out. The place had an absolutely beautiful view. Best choice for a quiet weekend getaway with family or friends.
Guest favorite
A serene lakeside scene features silhouetted trees framing a view of the water at sunset. A person sits in a plastic chair at a small table, overlooking the calm waters, creating a peaceful and reflective atmosphere.
Cottage in Pasadena
4.97 out of 5 average rating, 172 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

JulieRating, 5 stars5 months ago
The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !
The exterior of Oyster Cottage features a two-story structure with light yellow siding and a welcoming front porch framed by white picket fencing. Colorful flowers and greenery enhance the entrance, offering a charming view of the cottage's historic character.
Cottage in Rock Hall
4.97 out of 5 average rating, 68 reviews

Oyster Cottage

MeganRating, 5 stars8 months ago
Diane was friendly and responsive, and the house was comfy, warm & welcoming. We really enjoyed our stay! Close to town and the beach. Best, Megan

Private cottage rentals

Top guest favorite
A tranquil view of a sandy beach along a calm river, framed by green grass and gentle waves lapping at the shore. The scene is dotted with trees and overlooks a distant white house, creating a serene atmosphere.
Cottage in Charlestown
4.98 out of 5 average rating, 102 reviews

Blue on the Bay

AndrewRating, 5 stars1 week ago
We loved staying here. The location is beautiful and just a few doors down from the beach. The place was perfectly sized and clean. As a plus, Monica surprised us with a birthday bottle of wine and balloons as a gift. I highly recommend staying here!
Guest favorite
Cottage in Charlestown
4.91 out of 5 average rating, 68 reviews

Charlestown Cottage at Cattail Bend

MarillaRating, 5 stars4 days ago
Cute place in a cool area! Perfect size for 4 people, loved walking to the nearby beach. Beds were comfy, kitchen was well-stocked for a small space. We enjoyed sitting on the screened-in porch watching the creek ebb and rise with the tide. There's a fire station next door, so we did hear loud sirens. But otherwise peaceful.
Guest favorite
The image captures a serene view of the water, showcasing gentle waves lapping against a sandy beach. A clear blue sky stretches overhead, while distant land is visible along the horizon. The shoreline is marked by a pebbled beach, creating a tranquil setting.
Cottage in Earleville
5 out of 5 average rating, 10 reviews

Cottage at the bay We are pet friendly

RobertRating, 5 stars6 months ago
The stay was perfect for what we had going on at the time. The nights where beautiful and the venue was stocked full of anything needed for some out time cooking
Guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 164 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Joseph & TracyRating, 5 stars6 days ago
The property is beautiful, its just like the pictures. The location is peaceful and quite. Its a perfect spot to just to relax and reconnect. Can't say enough good things about the cottage. Clean, Bed was nice, view was amazing, Hot tub, kayaks, plenty of firewood for a beach fire. During our stay we went to main street in North East it was about a 7 minute drive. It was a nice little town to walk. Chesapeake Coffee Co for a breakfast sandwich and a coffee. We had lunch at Woody's crab shack. Ordered in pizza from Bella Pizza, Went to Nauti Goose. I was underwhelmed at all restaurants and by all meals. If we come back again, I'd get groceries to cook, there is a grill to use (we didn't) and stay in, just take in the view and enjoy the peaceful waves. We would defiantly recommend and hopefully be back again soon.
Guest favorite
A sailboat glides across the water during sunset, with the sun casting a warm glow over the surface. Silhouetted trees frame the scene, enhancing the serene atmosphere of the evening along the Chesapeake Bay.
Cottage in North East
5 out of 5 average rating, 33 reviews

Vintage Waterfront Cottage with Stunning Sunsets

AmandaRating, 5 stars4 months ago
This was our second stay at this cozy cottage, and it was just as wonderful as the first! Every detail is thoughtfully considered, from the clean, stylish interiors to the warm ambiance. The indoor fireplace and outdoor fire pit (perfect for s’mores under the stars) were highlights, and the bay views from the viewing platform never disappoint. Sue & Mark are incredibly friendly and communicative, always quick to help with anything we needed. We also appreciated the provided firewood and all the little extras that made the space feel so comfortable and welcoming. Thank you for another amazing stay – we can’t wait to return!
Guest favorite
A large barn with a curved metal roof is depicted on a clear day, complemented by a grazing horse in the foreground. The scene is surrounded by open fields, with a line of trees in the background under a bright blue sky.
Cottage in Elkton
4.93 out of 5 average rating, 105 reviews

*The Cottage at Sorrelbay Farm*

JenniferRating, 5 stars1 month ago
Bernadette was a great host, She did her best to be responsive and helpful when arranging accommodations. The place was very nice and enjoyable to stay!
Top guest favorite
A tranquil outdoor space is presented with a fire pit surrounded by seating. String lights drape from the trees above, creating a cozy ambiance. The grassy area is complemented by a wooden fence in the background, offering a sense of privacy and comfort.
Cottage in Havre de Grace
5 out of 5 average rating, 40 reviews

Chapel Cottage HdG

HeidiRating, 5 stars1 week ago
What can I say. This property is incredible. This is clearly a loved home, and every detail has been thought of. From a fully equipped kitchen, to beautiful home decor, it has everything. The location is great. We were any place we wanted to be within a 10-20 minute drive. Our pups loved having the fenced in back yard to play in, this also reduced a tremendous amount of stress on us, as we knew they were safe! The hot tub is an amazing addition! Overall, the property was extremely clean, well maintained, and a great place to rent for a few days. Michele was an amazing host from pre-booking to post vacation. She had local recommendations, she was super responsive (we didn't need her for anything, but knew she was right there), and just a kind and thoughtful person. We were greeted with an anniversary sign, an Easter basket filled with treats, and some much more. We highly recommend this host and her property. We will certainly be back! Thank you for an amazing time.
Top guest favorite
The charming cottage features a covered front porch with a white railing and a decorative door, framed by lush greenery and blooming hydrangeas. A flag is displayed proudly, while stairs lead up to the welcoming entrance. Natural light brightens the overall exterior.
Cottage in Betterton
5 out of 5 average rating, 29 reviews

Charming Home w/Great Porch

NicoleRating, 5 stars4 months ago
We had a great stay at the cottage! The space is beautiful and well maintained. Beds are very comfortable and everyone (including our kids) slept surprisingly well for being in a new space! The kitchen has essentials and a very high quality stove and oven. Wendy and Barry were quick to help us troubleshoot a flipped breaker (completely beyond their control) right after we checked in and followed up with us the next morning to make sure all was well. They are great hosts and have a beautiful property. If you’re looking for a private, quiet getaway near the water this is a great option!

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