Cottage holiday rentals in Cecil County

Cottage at the bay We are pet friendly

Crystal beach manor, Earleville MD. Do a week long fishing trip or 3 day weekend. The cottage has an open floor plan, queen sized bed and Day bed (w/tremble bed). We have Washer/dryer and full Kitchen w/ coffee machine. It Also has a private deck in the back with a fire pit. There is a boat ramp and changing room and rest rooms. Just bring your swim suit and relax. Enjoy the magic of the beach and the bay. We are 30 min. from North East, 20 from Chesapeake City and 15 from Chestertown.

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

Chapel Cottage HdG

Welcome to our cozy hideaway nestled in the heart of Havre de Grace, Maryland. Whether you’re seeking relaxation or adventure, our thoughtfully designed cottage offers comfort, convenience, and a touch of whimsy. Enjoy your own fire pit in the private pet friendly fenced in yard. There is 6 person hot tub. And a She shed. We are less than a mile from Mt. Felix Winery, And we are located less than 6 miles from Ripken Stadium. There will be a fee of $25 per person per night over 4 people

Vintage Waterfront Cottage with Stunning Sunsets

This unique Red Point Cottage offers vintage charm, rustic accents and incredible sunsets overlooking the Chesapeake bay from a 50 ft cliffside waterfront location. Our cottage has two bedrooms, one queen and one king - all bedding is provided and included. We have an open cottage concept with water views from every room. A stone gas fireplace, fully equipped custom kitchen, central air, washer & dryer, WIFI, flat screen TV, stereo, gas grill, fire pit, outside shower and front porch.

Rustic River Retreat

Take it easy at this unique and tranquil getaway. Part of a 3 unit home directly on the Elk River. Beautifully renovated 1 bedroom (queen) 1 bath guesthouse with 2 (full) bed sleeping loft. An additional sleeping area available upon request (additional fee). Enjoy beautiful scenery, sunsets, and wildlife from the deck. Fish and crab off the dock. Use available kayaks or bring your own. Close to Chesapeake City, North East, Elk Neck State Park, U of D, and tax free Delaware shopping.

Charming Home w/Great Porch

We would love to share our well-loved cottage on the Bay with you. Most loved for its beautiful views and quiet town, it is a perfect place to relax with great beach access. We think you'll love it too. Plenty of space to spread out and comfy spaces to enjoy together: whether on the screened porch (our favorite), in the updated foodie-kitchen, or swinging on the swing, snoozing in hammock or walking to the beach - you will be glad you found this place-we definitely are!

The Bohemia Charmer

Take it easy at this unique and tranquil getaway. In the Hack's Point Community, on the shores of the Bohemia River, this home will give you plenty of opportunities to relax, no matter the season. This home has the closest proximity to the community beach and pier, and it also exudes historic charm with a stunning 2-story fireplace, hardwood & stone flooring, and built-ins. ***There is no guest access to the pier for storage or day-use of boats***

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.