Vacation rentals in Pylesville

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.

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

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.

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.

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.

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!

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.

"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.

1700’s historic waterfront cottage

Be a part of history while staying on this waterfront property of the Ironmaster's Mansion. The two-story stone guesthouse, steps away from the mansion, was built in the year 1715. The timeless character of the home, paired with the peaceful property creates an escape that feels like you've gone back in time, all while being only 20 minutes outside of Lancaster City. The mansion was home to the first treasurer of the US, General Edward Hand’s daughter, and President Buchanan’s fiance.

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.

Waterfront cabin home - 9+ private wooded acres

Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

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.