Holiday rentals in Willowstone

A private swimming pool is surrounded by lounge chairs and landscaped greenery. The clear blue water reflects sunlight, and a white fence offers privacy. The pool area includes a concrete deck, creating an inviting space for relaxation and enjoyment.

4.9 out of 5 average rating, 118 reviews

The Mint Cottage in Chesapeake City

The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

LocationFamilyHospitality

4.83 out of 5 average rating, 403 reviews

The exterior of the home features a welcoming front porch with a black door and decorative shutters. An American flag hangs beside the entrance. A patio area is visible, furnished with a round table and chairs, surrounded by greenery and outdoor lighting.

Home in Elkton

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark& UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc. Relax, visit, enjoy each other NO TV's

ValueLocationLaundry

4.98 out of 5 average rating, 706 reviews

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.

Cottage in North East

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.

ValueLocationPets

4.95 out of 5 average rating, 128 reviews

Flat in Chesapeake City

Hygge Haven: A cozy apartment in a canal-side town

Chesapeake City is a historic town located on the C & D Canal; it's not unusual to be greeted by locals as you explore the town. The apartment is a bedroom with sitting area, fully equipped kitchen & bath. It's in the heart of the town & walkable to all the boutiques, restaurants & nightlife! It comes equipped with a Nespresso machine, coffee pods,sparkling water, wifi & tv if you just want to chill. It's steps from the canal for lovely sunrise/sunsets! There are bike/walking paths nearby.

FamilyValueComfort

4.84 out of 5 average rating, 50 reviews

A fire pit filled with colorful glass stones is centrally placed on a wooden table. The vibrant sunset casts shades of purple and orange across the sky, reflecting on the calm water of the Elk River. The setting creates a serene and inviting ambiance.

Home in Elkton

Waterfront House on the Upper Chesapeake Bay

Enjoy a beautiful view of the Elk River. This two bedroom house gives you a full waterfront view from the living room. Have fun in the water during the day and enjoy a sunset over the bay in the evening. This house has off street parking, a fully stocked kitchen, and full bathroom. The house sleeps 6 adults and has central air cooling. Drop your kayak in the water or fish from our pier. Boaters are welcome to tie up during your stay. We are a short drive to Chesapeake City and Northeast, MD.

FamilyLocationOutdoor spaces

4.96 out of 5 average rating, 170 reviews

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

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!

ValueLocationHiking

5.0 out of 5 average rating, 20 reviews

A welcoming porch is visible, framed by multiple windows allowing natural light to enter. The light yellow exterior contrasts with vibrant flower pots positioned along the steps. Scenic river views are seen in the background, enhancing the peaceful ambiance of the cottage.

Home in Earleville

Stunning 2BR Cottage w/River views

Cozy Riverside Cottage in Scenic Hacks Point on the Bohemia 2BR | 1.5BA | Steps from the Water | Family-Friendly Escape the everyday and unwind in this charming riverside cottage with views of the Bohemia River. Whether you're looking for a weekend getaway, a week-long family retreat, or a beautiful place to stay while attending a nearby event or wedding, our 2-bedroom, 1.5-bathroom cottage offers the perfect blend of comfort and charm with direct access to the beautiful Bohemia River.

LocationFamilySleep quality

A newly renovated two-story house features a large front porch with white columns, offering ample space for relaxation. Decorative trim adds charm, while neatly arranged greenery and low shrubs border the yard. The driveway provides two off-street parking spaces beside a well-maintained path.

5.0 out of 5 average rating, 64 reviews

Chesapeake City Charm at the Boho House!

Welcome to the Boho House! This is a newly renovated three bedroom custom home located in charming historic Chesapeake City. Enjoy some of the best restaurants the area has to offer just steps from the front door. This home is beautiful inside and out, features a welcoming kitchen and family room space, two off street paring spaces ,out door patio and grill and a wonderful front porch to sit and relax. Perfect for wedding stays, weekends away and or local event stays.

LocationFamilyCleanliness

An outdoor patio area is seen, furnished with comfortable seating around a central table. Lush greenery and a view of the C&D Canal can be enjoyed, along with the backdrop of a bridge and a charming house across the water.

5.0 out of 5 average rating, 31 reviews

Canal views/Walk to Shops/Luxury 2Bed/1.5Bath

The Miss Francis Kirk House. Escape to this elegant 2-bed, 1.5-bath luxury home in the heart of Chesapeake City. It offers breathtaking views of the C&D Canal and is the perfect haven for a romantic couples retreat or a sophisticated getaway. As you step inside, this luxury home's warm, inviting atmosphere invites you, to indulge in its array of opulent amenities. The master bedroom is a true sanctuary with a private deck for peaceful mornings or starlit evenings.

ValueFamilyWalkability

Guest favourite

A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.

Home in Perryville

4.92 out of 5 average rating, 248 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

ValueFamilyAccuracy

4.9 out of 5 average rating, 104 reviews

Aerial view of the waterfront property reveals expansive green lawns surrounded by lush trees, with the C&D Canal visible nearby. The water reflects the clear blue sky, and a boat is seen traversing the canal, highlighting the active water traffic and serene natural surroundings.

Home in Elkton

Waterfront Retreat for Weekends and More!

Nature at its finest: Find peace and tranquility in this waterfront home with breathtaking water views from all freshly decorated rooms. Enjoy the water traffic on the C&D Canal along with the multitude of wildlife living in the area. Launch your kayak, canoe or row boat from the boat ramp. Relax here in the evenings while spending the day visiting the University of Delaware or other local Cecil County venues.

LocationValueRiver

The exterior of the two-story home is showcased, featuring a gray facade with white trim. A welcoming porch extends along the front, framed by colorful flower beds. Maryland flags are displayed, and a covered area is visible on the side, enhancing the property's charm.