Holiday rentals in Cecil County

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Top-rated holiday rentals in Cecil County

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

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Top guest favourite
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, 159 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 favourite
A single-story brick home is set against a bright blue sky, flanked by large trees. One side features a majestic flowering tree with pink blossoms, while the other is shaded by a leafy tree. Solar panels are visible on the roof.
Home in Rising Sun
4.96 out of 5 average rating, 327 reviews

“Home Away from Home” in Rising Sun, Maryland

PLEASE READ *BEDROOM 3 is a suite that can be added for an extra charge (see pics) * It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for pricing to add. Without the suite there is a foyer leading to a large living room, kitchen with dining area, 2 bedrooms with queen beds and a full bath. This home is comfy and has a history room showing family collectibles dating back to 1854.... Children under 12 years of age are not suitable and No Pets are allowed.

Top guest favourite
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, 131 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.

Guest favourite
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
4.94 out of 5 average rating, 115 reviews

*The Cottage at Sorrelbay Farm*

*The Cottage at Sorrelbay Farm* Quint cottage on a 6 acre Farmette, 3 miles from Fair Hill, State Park! This adorable little cottage sits on a small horse farm in Fair Hill, Maryland. The farm is a short 7 minute drive to Fair Hill, 15 min. to Newark, DE and 15 min. to the Chesapeake Bay! The cottage was completely remodeled in 2018 with new floors, new paint, new counter-tops and upgraded bathroom and kitchen. Front porch offers views of horses and beautiful farm fields.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guest house in Elkton
4.91 out of 5 average rating, 193 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 278 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & 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...

Guest favourite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.95 out of 5 average rating, 255 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Top guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 117 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Guest favourite
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, 342 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.

Guest favourite
A two-story house is presented, featuring a light grey exterior with dark blue shutters. A front door is highlighted by a small porch, while a garage is integrated on the right. A paved pathway leads toward the entrance, surrounded by a well-kept lawn.
Guest house in Havre de Grace
4.9 out of 5 average rating, 338 reviews

Studio apartment with off street parking

Private studio apartment just minutes away from the mouth of the Chesapeake Bay. Visiting our small town of Havre de Grace for a wedding or a local event, choose to relax in our sports themed comfortable home away from home. Havre de Grace has a lot of wonderful events, shops and restaurants to offer, and you will be just steps away from them.

Top guest favourite
The historic stone house is framed by a blooming magnolia tree, showcasing its textured exterior. The structure features a slate roof and wooden steps leading to the entrance. Lush greenery surrounds the property, providing a serene outdoor space.
Flat in Rising Sun
4.97 out of 5 average rating, 263 reviews

Cross Keys Tavern

Built in 1744, this lovely home is the perfect country getaway. Cozy apartment in a historic property located in the little town of Calvert. Huge master bedroom with plenty of relax room. Private entrance with plenty of parking. Six miles from Fair Hill Natural Resources Area and a golf course practically in the back yard.

Top guest favourite
A spacious bedroom features a large wooden bed with neutral bedding, flanked by bedside lamps on matching nightstands. A comfortable armchair is positioned nearby, complemented by a small wooden table. Natural light enters through window treatments, while a patterned rug adds warmth to the hardwood floor.
Guest suite in Chesapeake City
5 out of 5 average rating, 116 reviews

Benson House on Bohemia Ave (Back Deck)

Private entrance to your own “hotel room” within walking distance to all of the hot spots in town. Room includes private bath, microwave, small refrigerator and private deck for enjoying your morning coffee or tea. Downstairs is a small fire pit and Adirondack chairs for use.

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