Vacation rentals in Pylesville

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Top-rated vacation rentals in Pylesville

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Top guest favorite

The historic brick building features a classic architectural style, with several evenly spaced windows and two prominent blue doors at the entrance. A pathway leads to the doorway, with a flag displayed on the left side. Lush greenery surrounds the property, creating a serene outdoor setting.

Apartment in Monkton

4.95 out of 5 average rating, 167 reviews

The Fisherman's Lodge at the 1858 Monkton Hotel

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. An electric bike store, tube rental and great cafe are all in the same building.

Top guest favorite

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, 123 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 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

5 out of 5 average rating, 196 reviews

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.

Top guest favorite

A wooden retreat is nestled among tall trees, showcasing a dark exterior with warm light glowing from within. An expansive deck extends in front, while a staircase leads down through lush greenery to the ground level, inviting access to the natural surroundings.

Cabin in Airville

4.97 out of 5 average rating, 108 reviews

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.

Unplug and unwind at this luxury retreat in the hills of Airville, PA - just 1 hour from Baltimore and 40 minutes to Lancaster. Soak in the hot tub, relax by the gas firepit, or dine al fresco on the deck while enjoying the sound of the creek. Complete with a wood-burning firepit for cozy evenings under the stars or morning coffee with a view of the creek. Featuring 3 queen beds, luxury linens, and spa-quality toiletries, it’s your perfect escape - with all the comforts of a boutique hotel.

Top guest favorite

A cozy sleeping area features a spacious bed adorned with varying patterned bedding. A side table holds a small lamp, while a comfortable chair is positioned beside a dining table for two. Warm lighting enhances the inviting atmosphere, complemented by a scenic artwork on the wall.

Guest suite in Red Lion

5 out of 5 average rating, 159 reviews

Private suite with kitchenette

Private suite with kitchenette, full bath, private entrance, and free on-street parking in beautiful rural area. Quiet neighborhood. Centrally located: 30 min. to Harrisburg or Lancaster; 1 hr. to Baltimore or BWI airport; 2 hours to Philadelphia. Ski Roundtop is only 30 minutes away! Hiking and biking on local rail trail. Happy to provide recommendations for restaurants and things to do in the area. Enjoy the Keurig coffee maker, microwave, and mini-fridge; snacks and bottled water provided.

Top guest favorite

The charming two-story home features a light blue exterior with white trim and a welcoming porch supported by classic columns. A well-maintained yard showcases lush greenery and flowering plants. An American flag is displayed prominently, adding to the home's inviting presence.

Guest suite in Monkton

4.96 out of 5 average rating, 180 reviews

Private Garden Apartment in Historic District

Our 1919 charming home, surrounded by 50 acres of preserved land, is in an historic district and a stone's throw from the NCR hike/bike trail. We have tubes to float down the Gunpowder River which winds around our property and is accessible by foot. The bike path is lovely! Inverness Brewery is located 5 minutes away, Starbright farm is a glorious lavender farm 15 minutes north, Boordy Vineyards, a family run winery, is 20 minutes east, and Ladew Toipiary Gardens is another gem to behold!

Guest favorite

A rustic cabin is nestled among trees, elevated on a wooden deck. The vibrant red roof contrasts with the surrounding greenery. Four red chairs are arranged on the deck, providing a view of the natural landscape. Sunlight filters through the leaves, creating a serene ambiance.

Cabin in Airville

4.98 out of 5 average rating, 105 reviews

"ON THE ROCKS CABIN" the perfect getaway for 2!

Cabin is very charming, but rustic. Kitchen has full size frig, microwave, toaster oven, hot plate, toaster+ keurig. Coffee, condiments, soap & shampoo provided. There is a gas grill. Guests provide their qs sheets, towels, campfire wood & drinking water. A variety of dvd’s & games, hot water in & outside shower & tub. Tubes for floating provided, swim your own risk. Fire pit, creek is stocked. Steps to deck overlooking the creek.Trash goes home with guests, smoking on the decks only.

Top guest favorite

A welcoming seating area features two comfortable recliners and a cozy couch, adorned with decorative pillows. A wooden table is positioned nearby, and a bright flower arrangement adds a lively touch to the space. Light enters through framed windows dressed with elegant curtains.

Apartment in Peach Bottom

4.97 out of 5 average rating, 115 reviews

Peaceful Paradise

Welcome to beautiful, southern Lancaster County! Our guest suite is a perfect spot for a relaxing get-away. If you are looking for a peaceful place to unwind and enjoy lovely country views or just looking for a nice place to rest after a long day of sightseeing and hiking- you have come to the right place. Take breath-taking back roads through Amish country to historic Strasburg or Lancaster city. Great shopping, golfing, and parks are nearby. We look forward to hosting you!

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

5 out of 5 average rating, 135 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 favorite

A serene outdoor patio features a heated inground pool, accentuated by a gentle waterfall. Comfortable lounge chairs are positioned around the pool, while a large rock formation adds a natural element to the space. Lush greenery is visible in the background.

Home in Peach Bottom

4.96 out of 5 average rating, 112 reviews

Wooded cottage- pool w/ waterfall open year round

Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall opened and heated all year. Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

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

4.96 out of 5 average rating, 156 reviews

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.

Top guest favorite

A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.

Townhouse in Port Deposit

4.96 out of 5 average rating, 228 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.