Holiday rentals in Sassafras River

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Top-rated holiday rentals in Sassafras River

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Top guest favourite
A view of lush green farmland stretches under a pastel sky, where sheep graze peacefully in the foreground. A white fence frames the scene, with distant barns and trees outlining the landscape, creating a serene countryside setting.
Barn in Ronks
5 out of 5 average rating, 243 reviews

The Carriage House: Beautiful Farmland Views.

The Carriage House is the second floor of our cedar stables that was turned into an apartment years ago. It was completely redone this spring and professionally decorated to make it a cozy + luxe retreat with views to die for. While we no longer use the stables to house animals we still keep a few head of cattle + sheep in the pasture for your enjoyment. The wall of windows along the back of the apartment offer you the most stunning views of the surrounding farmland and an unforgettable sunrise.

Top guest favourite
A cozy living area features a stone wall accentuated by natural light from multiple windows. Two upholstered armchairs and a sectional sofa are arranged around a fireplace, which is complemented by a mounted television above a wooden shelf. A floor lamp stands nearby.
Barn in Quarryville
5 out of 5 average rating, 131 reviews

The Barn at Locustwood Farm

Come enjoy your stay in our 1900 sq ft 19thcentury restored stone barn. We’re 15 minutes from Sight and Sound and the shops at Strasburg. With lots of trails and the Susquehanna River close by, your family can spend many hours hiking in southern Lancaster County. Experience the local Britain Hill Vineyard,coffee,and ice cream shops nearby. The charming city of Lancaster with its many authentic restaurants is only a 20 minute drive. We would love to have you come and enjoy the barn stay with us

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, 615 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.

Top guest favourite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Flat in Greenwood
4.97 out of 5 average rating, 627 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favourite
A spacious open-concept living area features large windows offering unobstructed views of the water and sunset. A comfortable sectional sofa is positioned near the windows, with a dining table visible in the background. Natural light fills the space, enhancing the tranquil setting.
Home in Leonardtown
4.99 out of 5 average rating, 101 reviews

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Top guest favourite
The charming A-frame structure is surrounded by lush greenery, blending seamlessly with the wooded environment. Large windows provide a view into the inviting interior, while a stone pathway leads to the entrance, accentuated by decorative elements and natural landscaping.
Place to stay in Shippensburg
5 out of 5 average rating, 409 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures! *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favourite
A spacious studio interior features a king bed positioned near a sloped ceiling. A seating area includes a gray sofa and a recliner, complemented by a coffee table. A wooden dining table is set for two, and large windows provide ample natural light.
Flat in Chestertown
4.96 out of 5 average rating, 250 reviews

Chestertown Private cottage with NFL Sun Ticket

Escape to a secluded, romantic studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of gardens to call your own. Relax in front of the fire with views of gardens in the windows. Kitchenette has extra large toaster oven, two burner hot plate, microwave, fridge, and Keurig/drip coffee makers. King bed with 100% cotton 1000 thread count linens and deluxe mattress, kitchenette, and washer dryer. We also host ‘Wren Retweet”, a house in front of the carriage house.

Top guest favourite
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
4.99 out of 5 average rating, 134 reviews

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!

Top guest favourite
A spacious room features a king-sized bed framed by framed photographs. A wooden chair sits beside a small table with a plant. Sliding glass doors open to a private balcony, allowing natural light to fill the space.
Guest suite in Peach Bottom
5 out of 5 average rating, 150 reviews

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Top guest favourite
A retro-styled kitchen and living area showcase soft blue armchairs positioned on a patterned rug. Above the kitchen counter, colorful Pyrex dishware is neatly arranged on open shelves. Modern appliances, including a stainless steel stove, complement the bright cabinetry and accentuate the inviting atmosphere.
Flat in Havre de Grace
5 out of 5 average rating, 177 reviews

Retro Downtown One Bedroom at JoRetro

Enjoy a nostalgic retreat at our renovated mid-century modern apartments in downtown Havre de Grace, situated above JoRetro. Choose from four retro decorated units, each inspired by an iconic Pyrex design. Relax on the queen-size bed, with luxury linens, and enjoy retro and vintage items, including Butterprint Pyrex pieces. Explore a variety of restaurants and unique shops

Top guest favourite
Two mini donkeys graze peacefully in a grassy field, surrounded by trees with green foliage. A blue sky with a few scattered clouds provides a bright backdrop, and wooden fences outline the pasture, enhancing the farm-like setting.
Farm stay in Frenchtown
4.95 out of 5 average rating, 584 reviews

DREAM BIG! Rustic Tiny Home on Hidden Farmlet

Ready to kick back and relax from your busy life? Have you ever dreamed of waking up on a farm? Then our charming 170 sq ft tiny home is perfect for you! Situated on 10 picturesque acres, and home to one horse, two mini donkeys, two goats, a pig, twenty-two chickens, five ducks, a goose and, of course, a barn cat. This is the place to disconnect and get back to nature!

Top guest favourite
A charming cabin is set beside a serene pond, featuring a colorful fountain that lights up the water. Soft string lights illuminate the outdoor space, creating a cozy atmosphere amidst the surrounding trees.
Cabin in Wrightsville
4.98 out of 5 average rating, 190 reviews

The Roundtop Chalet (romantic couples retreat)

We invite you to experience this Charming Cabin!!! The perfect spot to celebrate anniversaries, birthdays or any special occasion! A Romantic couples getaway with a Cozy Fireplace, Hot Tub, and endless Lattes with our Breville touch Espresso machine!

Popular amenities for Sassafras River holiday rentals