Vacation rentals in Clear Spring

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Top-rated vacation rentals in Clear Spring

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Top guest favorite
Guest suite in Mercersburg
4.94 out of 5 average rating, 554 reviews

The 1780 Cabin on Main

A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.

Guest favorite
A serene outdoor space features a hot tub alongside a wooden barrel sauna. Cozy seating with Adirondack chairs and small tables is arranged for relaxation. Soft string lights are hung above, enhancing the natural beauty of the surrounding forest landscape.
Tiny home in Mercersburg
5 out of 5 average rating, 19 reviews

Luxury Mirror Cabin • Hot Tub • Sauna • Mtn. Views

Just 90 Minutes from DC! Introducing the Deluxe Mirror Villa, a unique gem that brings a dash of romance and a splash of contemporary luxury. It is situated among the majestic forest ambiance just across the Whitetail Ski Resort. Immerse yourself in an intimate, stylish, and exciting space thoughtfully designed for couples seeking an unforgettable nature escape. ✔ Super Comfy Queen-Size Bed ✔ Open Design Living ✔ Kitchenette ✔ Sauna ✔ Hot Tub ✔ Fire Pit ✔ BBQ Grill ✔ Starlink Wi-Fi ✔ Parking

Top guest favorite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown
4.99 out of 5 average rating, 168 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Top guest favorite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 418 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Top guest favorite
A tree-lined driveway leads to a charming home, partially obscured by lush greenery. Sunlight filters through the leaves, casting gentle shadows on the well-maintained lawn. The sky is bright with fluffy clouds, contributing to a serene, inviting atmosphere.
Home in Hagerstown
4.77 out of 5 average rating, 165 reviews

Private Country Club Home

We are experienced super hosts with over 9 years of hosting. We have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful large backyard, a fire pit, an outdoor deck and grill, a private living room, a kitchenette, a private bath, and a bedroom. We are just 30 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian Trail, and the C&O Canal. Come join us for a relaxing stay.

Top guest favorite
The exterior of the historic colonial house is depicted, showcasing a light stone facade complemented by a slanted metal roof. A spacious front porch with a wooden railing is visible, surrounded by a well-maintained garden featuring various plants. Two doors lead into the home.
Cottage in Hagerstown
4.96 out of 5 average rating, 458 reviews

Unique historic home - Springhouse 1803

If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

Guest favorite
A spacious bedroom features a bed with a dark green duvet, complemented by purple accent pillows. Two bedside lamps provide soft lighting, while a decorative chandelier hangs above. Light filters through the curtains, and a vintage chair adds character to the room.
Apartment in Clear Spring
4.75 out of 5 average rating, 79 reviews

Lovely 2-Bedroom rental unit in historic home

Calling all history buffs and old home lovers! Enjoy a relaxing stay in a beautifully restored 170-year-old Victorian house in charming Clear Spring, MD. C&O canal towpath, Fort Frederick State Park, Whitetail Resort & golf course, and Hagerstown Speedway are all within 15 minutes. 2 bedroom, 1 bath guest suite with private entrance. Pamper yourself with a soak in the deep tub, Egyptian cotton sheets, memory foam mattresses, and calming interior. A/C, high speed wifi, and small kitchen.

Superhost
Cabin in Falling Waters
4.87 out of 5 average rating, 133 reviews

Peregrine's Perch - Cabin Overlooking the River!

MOUNTAIN MAMA VACATION HOMES & CABINS The view from this cabin will take your breath away. Perched atop a cliff overlooking a peaceful stretch of Potomac River, you couldn't ask for a better place to leave the world behind. With an outdoor fire pit and an indoor wood stove, this beautiful cabin has everything you need to stay cozy year-round. And the chic decor and luxurious renovation is just what you're looking for. If you're searching for a cabin getaway then look no further!

Top guest favorite
The entrance to the guest house is showcased, featuring a combination of brick and stone siding. A welcoming red door is flanked by large windows, and a decorative wreath adds a touch of charm. The pathway is lined with neatly trimmed shrubs and grass.
Home in Big Pool
4.93 out of 5 average rating, 61 reviews

Whitetail Meadows Guest House

Come enjoy the country lifestyle at Whitetail Meadows Guest House. No matter the season, Whitetail Meadows Guest House offers a location embedded in the casual country lifestyle of fishing, hiking, biking, boating, and a variety of winter sports. We aim to make your stay with us as pleasant as possible, so please feel free to reach out if there is anything we can do to improve your current or future stay. *See Property Information for Package Details on Larger Day Gatherings*

Top guest favorite
A bright seating area features two wooden chairs positioned beside a small round table, creating a cozy spot for relaxation. Large windows provide ample natural light and views of the surrounding greenery, complemented by framed artwork on the walls.
Tiny home in Hancock
4.93 out of 5 average rating, 231 reviews

Tiny house with mountain top views

Reconnect with nature in this unforgettable tiny house. Perched on the top of a ridge offers great views of the mountains. Modern contrasting interior with the charm only a tiny house can bring. The mountains from three different states (PA, MD, WV) can be seen from within the tiny house. Sitting on the edge of 275 acres of farmland means you will be sure to hear the turkeys gobble during the daytime or the whippoorwill at night. Relax and enjoy the scenery from the loft bed.

Top guest favorite
The entrance features a welcoming porch area surrounded by colorful potted plants and flowers. A wooden rocking chair sits on the deck, complemented by a textured area rug. Double doors with grid-patterned glass provide access to the suite, framed by lush greenery.
Guest suite in Hagerstown
5 out of 5 average rating, 526 reviews

Oak Hill Private Suite Historic North End

A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

Top guest favorite
A charming tiny home is nestled among tall trees, featuring a modern exterior with a combination of white siding and natural wood accents. A small deck is visible, adorned with potted plants, inviting relaxation in a serene natural setting.
Tiny home in Mercersburg
4.98 out of 5 average rating, 194 reviews

Boxed Inn ~ Hot Tub ~ Fire Pit

This charming, tiny home offers the perfect blend of cozy comfort and the great outdoors, all while nestled close to the Whitetail Resort. Inside is an open space bathed in natural light, where modern style meets mountain tranquility. The interior, with its thoughtfully designed features, comes with a comfortable loveseat, a smart TV, and bar seating: perfect for those intimate conversations or just catching up after a busy day on the trails.

Popular amenities for Clear Spring vacation rentals