Vacation rentals in Pylesville

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Top-rated vacation rentals in Pylesville

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

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Top guest favorite

A rustic outdoor scene features several alpacas grazing and exploring a spacious area. A weathered barn is visible in the background, surrounded by trees and open land. A black water trough is placed nearby, reflecting the clear blue sky with scattered white clouds.

Farm stay in Bel Air

Watch Deer from a Farm Cottage

Requires ID at check-in. Maximum 6 guests on the property at any time. No early check-ins or late checkouts. Enjoy farm animals, wildlife, and peaceful country living just minutes from modern conveniences. Located 5 minutes from I-95 in Bel Air, MD, in an upscale neighborhood near Cedar Lane Sports Complex and a short drive to hospitals, restaurants, and theaters. Freshly cleaned interior with Comfort Grande beds, Egyptian cotton linens, and ultra-quiet HVAC on a very modest gentleman’s farm.

4.97 out of 5 average rating, 199 reviews

Top guest favorite

A warm living room is highlighted by wooden beams overhead and natural light streaming through French doors. A cozy sofa is positioned beside a rustic coffee table adorned with decorative items. Soft greenery is placed on surfaces, enhancing a serene environment.

Cabin in Railroad

The Creek House: Waterfront with Hot Tub & E-bikes

Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

5.0 out of 5 average rating, 140 reviews

Top guest favorite

A spacious bedroom features a large bed with a decorative comforter and plush pillows. Natural light filters through an arched window, illuminating the soft, neutral walls. Two bedside lamps rest on small tables, and a comfortable bench is positioned at the foot of the bed.

Guest suite in Forest Hill

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

5.0 out of 5 average rating, 234 reviews

Guest favorite

The front porch is illuminated by the warm glow of sunset, highlighting the textured walls and inviting seating area. Lush greenery is visible along the edges, and a large tree stands in the yard, framed by a peaceful rural landscape.

Farm stay in Holtwood

NorthsideInn: near sight and sound & sickmans mill

Relax and unwind at Northside Inn. Located on a 122 acre working farm, it is great for couples, or spacious enough for groups, showers, or have a meeting at our 11.5ft table. This farm marks the highest elevation of tillable farm ground in Lancaster County, allowing you to enjoy all the views! From the wide open fields, to the gorgeous sunsets, then when the sun goes down look to the North and see the lights of Lancaster city. You will definitely see an Amish buggy pass by during your stay.

4.88 out of 5 average rating, 384 reviews

Guest favorite

Farm stay in White Hall

Working horse farm retreat! Nearby wedding venue!

Wake up to see horses and deer right from the bedroom window! Experience country living on a working horse farm! Our home sits on a property with horses and the sights and sounds of farm life. Guests will enjoy spacious indoor living and abundant outdoor space in a rural setting. Just minutes from I-83, hiking trails and parks! Whether you’re coming to relax on the porch with a morning coffee, visit the horses, or explore nearby parks and trails, you’ll enjoy an authentic country experience!

4.82 out of 5 average rating, 187 reviews

Top guest favorite

A wooden gate adorned with longhorn decorations frames a vast green field, leading towards rolling hills in the distance. The sky above is clear with a few fluffy clouds, enhancing the serene rural landscape.

Farm stay in New Park

Dusty Roads Ranch

Relax, rejuvenate and enjoy the scenery. This is a impeccably maintained private property in southern York county, Pennsylvania. Located in a convenient location from York, Lancaster, and Baltimore. Close by to county parks, breweries/wineries, and farms. Enjoy your sunset fireside on our lush horse farm or take a walk through our trailed woods. Massage therapy available upon request. We recommed 4-wheel drive for winter bookings. There is a camera that faces the driveway as you pull in.

4.96 out of 5 average rating, 170 reviews

Top guest favorite

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

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.

4.98 out of 5 average rating, 288 reviews

Top guest favorite

A two-story brick home is set on a grassy lawn surrounded by trees. Large windows allow natural light to fill the front rooms, while a welcoming front door is framed by a small porch. The peaceful rural setting enhances the house's charm.

Home in Darlington

Country Cape Cod, The Peddler House

Come stay in a country Cape Cod close to wildlife and water. Nearby Peddler Run flows into the lake above the Conowingo Dam. It's just a short walk down a country road where fishing, boating, birding, kayaking, hiking and photography abound. This area is a respite for nature lovers and a popular nesting place for eagles and osprey. The Susquehanna State Park and Mason Dixon trails are close by. This lovingly restored home features elements of retro charm found throughout.

4.94 out of 5 average rating, 102 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 220 reviews

Guest favorite

An aerial view captures the spacious 4BR home surrounded by lush greenery and meadows. The multi-level decks and an outdoor dining area are visible, along with a fenced yard. The property features scenic farmland and trees, enhancing the rural landscape.

Home in Peach Bottom

Spacious, Quiet & Peaceful

Experience life in the country while staying in this beautiful 4BR home. Children totally love it here. ( 1.5 Acre fenced in yard to play in ) A fully functional kitchen & dining room. ( 2.5 Baths ) Spacious Family room, Living room, Children's playroom, & Spare room Located in real Amish farm country, A perfect spot for family or group events. A small creek in the backyard, ( Perfect for wading ) Multi-level decks w/ Weber grill overlooking the backyard & creek.

4.89 out of 5 average rating, 125 reviews

Top guest favorite

Home in Whiteford

Waterfront Retreat w/ Hot Tub, Games & Views

Escape to River Haven, a 7,000+ sq. ft. waterfront retreat on the Susquehanna River, perfect for groups of up to 20. Relax in the hot tub, play pickleball, pool, ping-pong, and air hockey, or unwind on expansive decks with scenic views. The home features a fully equipped kitchen, spacious bedrooms, 4.5 baths, and family-friendly amenities. With a kayak launch nearby, trailer parking, and a whole-house generator, River Haven is made for memorable getaways.

4.96 out of 5 average rating, 105 reviews

Guest favorite

Home in Monkton

Cozy up in the restored 1820s Miller's House!

The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored recently, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

4.94 out of 5 average rating, 124 reviews