Cottage holiday rentals in North East

Charming Waterfront Cottage w Private Boat Dock

Welcome to The Dabbling Duck! Located on the beautiful North East River, this waterfront cottage is a little slice of Chesapeake paradise. Guests have access to a private dock for boating, fishing, paddle sports, or relaxing to picturesque surroundings. Hiking, biking, and wildlife enthusiasts love the close proximity to over 5,000 acres of pristine nature. For the traveler in search of antiques, delicious eastern shore fare, or live music, Main Street and Nauti Goose are only a short walk away.

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.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and has a CHRISTMAS TREE, a PERFECT spot for a WINTRY 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

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.

Charming River view cottage

Take it easy at this unique and tranquil getaway. River view cottage is nestled up on a hillside with beautiful views of the Susquehanna river and Pequea creek. Come relax and enjoy the beauty of the outdoors, the magical sunsets with multiple outdoor seating areas, flower gardens and an outdoor fire pit. The cottage is tucked back in on 5 acres allowing for full privacy. The cottage was built in the 1950s and has a unique, charming character for you and your family/friends to enjoy!

*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.

Thunder Hill Retreat - Spacious/Deck/Hot tub

Welcome to Thunder Hill Retreat, the perfect getaway for the whole family seeking peace and tranquility. Nestled amidst a serene wooded area, it offers a picturesque setting atop a hill, offering breathtaking views of a nearby creek. Immerse yourself in nature and witness the beauty of abundant wildlife right from the comfort of the deck. Come and experience the tranquility and beauty of this hidden gem, where you can find solace, fun, and rejuvenation in the heart of nature.

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.

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.