Cottage vacation rentals in North East

Cottage in Havre de Grace

A charming cottage exterior is highlighted by a white façade, a front porch adorned with a wreath, and colorful flower arrangements. Decorative bunting adds a festive touch. Lush green grass surrounds the walkway, leading to a fenced yard with a truck parked nearby.

5 out of 5 average rating, 63 reviews

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 a small 2 person hot tub in the SheShed. 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.

A fire pit surrounded by four bright blue chairs is positioned on a gravel patio. The tranquil waterfront view features greenery along the bank, with wooden posts marking the edge of the water. Sunlight creates a warm atmosphere in this outdoor relaxation space.

4.98 out of 5 average rating, 48 reviews

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.

4.88 out of 5 average rating, 178 reviews

The bedroom features exposed wooden beams and a large, comfortable bed dressed in crisp white linens. A decorative area rug adds warmth to the wooden floor. Light enters through the window, while dark lamps provide a cozy ambiance. A dresser is positioned against the wall.

Cottage in Chadds Ford

Cozy Historic Spring House in Chadds Ford!

Welcome Friends!! This COZY, cute, historic, Spring House is minutes away from Terrain at Styers Wedding Venue. (If you are a bride, you'll want to get ready here!) It is minutes from World-Renowned Longwood Gardens, Chadds Ford Village, (the Conservancy now offers over 5 miles of hiking/walking trails) Minutes from Andrew Wyeth Home, Brandywine River Museum, Brandywine Battlefield, Wineries, 5-star restaurants, shopping, AND it sits on the same property as the #1 Antique Shop in Chester County.

4.95 out of 5 average rating, 20 reviews

A wooden welcome sign for Crystal Beach Manor is prominently displayed, featuring an artistic representation of the sun, a lighthouse, and sailboats. The sign is framed by well-maintained green shrubs and foliage, set against a clear blue sky.

Cottage in Earleville

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.

A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.

4.97 out of 5 average rating, 599 reviews

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.

4.97 out of 5 average rating, 107 reviews

A spacious yard is bordered by wooden fencing and shaded by mature trees. Freshly mowed grass creates an inviting outdoor area. Nearby, a well-maintained cottage and additional structures are visible, providing a serene setting for relaxation and outdoor activities.

Cottage in Charlestown

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

4.95 out of 5 average rating, 207 reviews

An outdoor seating area features comfortable gray cushions and a dark wooden coffee table, positioned on a deck overlooking a serene waterfront. The vibrant sunset casts warm hues across the sky, reflecting on the calm water, creating a tranquil atmosphere.

Cottage in Charlestown

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

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

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.

5 out of 5 average rating, 45 reviews

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.

Superhost

An outdoor seating area is presented with two dark wooden adirondack chairs positioned around a stone fire pit. A scenic view of the Susquehanna River and hills is framed by trees, with a soft sunset glow illuminating the sky.

Cottage in Pequea

4.93 out of 5 average rating, 169 reviews

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!

4.94 out of 5 average rating, 113 reviews

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

*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.

Cottage in Lincoln University

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.

4.96 out of 5 average rating, 114 reviews

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 cottage exterior features a white vinyl facade, framed by black shutters on the windows. A welcoming front porch with steps leads to a glass door, complemented by flowering plants in front, with a well-maintained lawn and clear evening lighting enhancing the inviting ambiance.