Holiday rentals in Willowstone

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Top-rated holiday rentals in Willowstone

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

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Top guest favourite
Flat in Chesapeake City
4.94 out of 5 average rating, 118 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 678 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.

Guest favourite
A historic three-story house is framed by tall trees, showcasing a porch with white rocking chairs. The facade features a blend of stone and siding, accented by red shutters. Decorative lights and landscaping enhance the welcoming exterior. The lawn is grassy and well-maintained.
Flat in North East
4.89 out of 5 average rating, 144 reviews

Heart of Downtown NE Apt!

Updates: we have updated the master bed to a king. We have also updated the living room sleeper sofa! We try to check in as often to keep the space comfy and fresh. Spacious 2 bed, 1 bath 2nd floor apartment located in the heart of downtown North East! Located directly on Main Street right in the heart of all restaurants and shopping. Located a short walk (and even shorter drive) to the marina. Park your car and don’t worry about a thing! Please note it can sleep 6 adults and 2 children.

Guest favourite
A charming two-story red brick home features large windows with black shutters, allowing ample natural light to enter. Lush green landscaping surrounds the entrance, which includes a white front door flanked by elegant outdoor sconces. The overall impression reflects a well-maintained historic residence.
Home in North East
4.94 out of 5 average rating, 136 reviews

Historic Creekside Home - 2br 2.5ba Downtown

Built in 1875, this newly renovated two bedroom home, is centrally located in downtown North East. Modern finishes and an open concept living space compliment the original wood floors, clawfoot tub and exposed brick walls. All the amenities of Main Street are steps away, yet the home is tucked away on a quiet street with a creek in the back yard. Our home is 2.5 miles from I-95 and one block from North East Community Park, Anchor Marina and the headwaters of the Chesapeake Bay.

Top guest favourite
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
4.9 out of 5 average rating, 100 reviews

Waterfront Retreat for Weekends and More!

NEW: 1-Hour south of the Philadelphia World Cup Games (FIFA)!!! 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.

Top guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 264 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favourite
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.
Cottage in Lincoln University
4.97 out of 5 average rating, 155 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.

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, 189 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
Flat in New Castle
4.97 out of 5 average rating, 140 reviews

King Bed - Center of Historic District

This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 270 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...

Top guest favourite
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.
Cottage in North East
4.94 out of 5 average rating, 422 reviews

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.

Guest favourite
A shaded outdoor seating area is positioned on a wooden deck, facing the water. Comfortable blue cushioned chairs surround a matching sofa, with a white coffee table in the center. Lush greenery and a calm river view create a serene environment.
Cottage in Elkton
4.9 out of 5 average rating, 104 reviews

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.

Popular amenities for Willowstone holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Cecil County
  5. Willowstone