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Vacation rentals in Willowstone

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Willowstone

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

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Top guest favorite
Apartment in Chesapeake City
4.94 out of 5 average rating, 125 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 favorite
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, 696 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.

Superhost
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
4.84 out of 5 average rating, 49 reviews

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.

Top guest favorite
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
5 out of 5 average rating, 18 reviews

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.

Top guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 284 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 favorite
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, 103 reviews

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.

Top guest favorite
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.
Home in Chesapeake City
5 out of 5 average rating, 62 reviews

McReynolds-Woods House -Private 3 Bedroom Home

Enjoy this private home located on the South Side of Historic Chesapeake City C.1870. The property is walking distance to dining, shopping & local attractions. Stroll around town, enjoy the beautiful views or spend time relaxing on the porch. Small dogs allowed (two only under 25 lb.). We have a small fenced yard which is nice for the little ones and there is off-street parking in driveway on side of the house.

Top guest favorite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 124 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Top guest favorite
The interior of the cottage features rustic wooden beams and stone walls, creating a charming ambiance. A staircase leads to a lofted area. An inviting dining table sits at the center, surrounded by open living and workspace areas, equipped with various comfortable furnishings.
Cottage in Port Deposit
4.94 out of 5 average rating, 349 reviews

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.

Top guest favorite
Home in Quarryville
4.96 out of 5 average rating, 228 reviews

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Welcome to your cozy woodland retreat! Nestled in a serene forest, this charming one-bedroom Airbnb offers a perfect blend of style and tranquility. Designed with a modern aesthetic, the space features chic furnishings, warm modern accents, and large windows that invite natural light and breathtaking views of the surrounding trees.

Top guest favorite
A charming stone cottage is surrounded by lush greenery. The red roof contrasts with the natural landscape. A spacious deck features outdoor seating, providing a serene view of the garden and rolling grassy hills beyond.
Farm stay in Lincoln University
4.97 out of 5 average rating, 188 reviews

Pyle Cottage, circa 1750

Relax at this unique and tranquil getaway located within 5 minutes of Fair Hill Training Center and MD 5* Event site. Quiet with lots of outside spaces and local hiking & biking right out your front door. Ten minutes off Rte 95 ~ 1 hour south of Philadelphia and 1 hr north of Baltimore in the tristate corner of DE-MD-PA.

Top guest favorite
A spacious bedroom features a large wooden bed with neutral bedding, flanked by bedside lamps on matching nightstands. A comfortable armchair is positioned nearby, complemented by a small wooden table. Natural light enters through window treatments, while a patterned rug adds warmth to the hardwood floor.
Guest suite in Chesapeake City
5 out of 5 average rating, 120 reviews

Benson House on Bohemia Ave (Back Deck)

Private entrance to your own “hotel room” within walking distance to all of the hot spots in town. Room includes private bath, microwave, small refrigerator and private deck for enjoying your morning coffee or tea. Downstairs is a small fire pit and Adirondack chairs for use.

Popular amenities for Willowstone vacation rentals

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