Vacation rentals in McSherrystown

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Top-rated vacation rentals in McSherrystown

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Guest favorite

An outdoor seating area is set on a wooden deck, featuring a large table surrounded by light blue chairs. A fire pit is visible in the foreground, with lush greenery and a sandy beach in the background, along with the home and upper deck partially shown.

Home in Middle River

4.95 out of 5 average rating, 39 reviews

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Guest favorite

A calm lake reflects surrounding greenery and a picturesque landscape. Trees line the banks, with a hill visible in the background. Nearby, a house is set back from the water, surrounded by open spaces, creating a peaceful natural setting.

Chalet in Mercersburg

4.94 out of 5 average rating, 112 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Guest favorite

A charming stone cottage is set against a backdrop of lush trees and open sky. A gravel path leads to the entrance, with two chairs positioned on the grassy area, offering a serene view of the surrounding nature.

Cottage in Leesburg

4.92 out of 5 average rating, 401 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Top guest favorite

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 108 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

Guest favorite

A new wood pier extends over still waters towards a green, tree-lined shore. The pier is flanked by posts, leading to a rocky bank, with a clear view of a nearby cottage among the trees. Sunshine reflects gently off the water.

Cottage in Pasadena

4.97 out of 5 average rating, 172 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Guest favorite

Home in Mechanicsburg

4.92 out of 5 average rating, 12 reviews

Modern Creek View Cabin Loft Free Kayaks Fire Pit

Gather & relax at this modern Cabin by the Conodoguinet Creek. Loft bedroom w/ king size bed, queen size bedroom, and bunk house bedroom. 3 total bedrooms. Full Kitchen w/dishwasher, Keurig, Reverse osmosis water system. Peaceful getaway surrounded by nature yet close to food & shopping. Deck balcony Creek front picnic table, grill and firepit across the quiet road out front of cabin. Perfect for families, little gatherings, couples, or a solo retreat spot. 4 Kayaks free for guests!

Superhost

A spacious vacation rental is set against a gentle hillside, featuring a wrap-around porch. The house has multiple gables and large windows, allowing natural light to fill the interior. Lush green grass surrounds the property, with trees visible in the background.

Home in Elliottsburg

4.5 out of 5 average rating, 8 reviews

Spacious Vacation Home in Elliottsburg, PA

*The Haven on Cree Lane* Beautiful,vacation rental in Perry County... The perfect spot for your family getaway,church retreat,reunion,etc... -Family friendly -Sleeps 20+ -Peaceful&relaxing -2+acres of yard space perfect for croquet,volleyball,etc -A large wrap-around porch,outdoor daybed swing,firepit area,and a private brick patio with comfortable seating offer many spaces to relax&unwind... -Beautiful mountain view from the front porch where you can enjoy your morning coffee...

Guest favorite

A wooden dock extends over calm waters, featuring four Adirondack chairs arranged facing the serene view. A light casts a soft glow on the water's edge, and the distant shoreline is lined with trees and structures, hinting at nearby activity.

Cottage in Pasadena

4.88 out of 5 average rating, 124 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

Guest favorite

A game room features a variety of entertainment options, including arcade machines and a shuffleboard table. A vending machine is also present, providing snacks and drinks. The room is designed with colorful accents and a green carpet area, making it inviting for guests of all ages.

Home in Hummelstown

4.93 out of 5 average rating, 128 reviews

Small Town Sweets: Charming Home Near Hersheypark

Beautifully restored home(2019) in Hummelstown, PA, about 3 miles from Hersheypark. Walking distance to many local restaurants, bars, & shops. Game room on 1st level will keep kids and teens entertained. Three large BRs with Queen beds, and 1 Kids' bedroom that sleeps 4, all of which include a smart TV. Queen rooms include luggage bench, full length mirror, and USB charging ports. New appliances, furniture, and bedding throughout. Oversized living space and front porch.

Superhost

The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.

Cabin in Harpers Ferry

4.81 out of 5 average rating, 436 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Top guest favorite

Home in Sabillasville

4.93 out of 5 average rating, 114 reviews

Stoney Spring Overlook

This beautiful mountain farm home has breath taking scenic views of the surrounding Catoctin mountain. There are many nearby outdoor activities, including scenic hikes, mountain biking, Ski Liberty, wineries and the Catoctin zoo. While it is a peaceful get away in the mountains, it is just 30 minutes away from the Frederick, MD and historic Gettysburg, PA. Whether you want to get away from the city or explore more of Maryland, this is the perfect stay for you!

Top guest favorite

Cabin in Landisburg

4.98 out of 5 average rating, 265 reviews

Cozy Ridge Cottage

Relax and reconnect with the whole family at this peaceful place. Or spend a wonderful time with your special person. Enjoy the sights and sounds of nature, and a beautiful view of the mountains. Our modern/boho cabin sleeps 6 guests, and offers the common necessities you will need on you’re stay with a few little extras along the way.