Holiday rentals in Clear Spring

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Top-rated holiday rentals in Clear Spring

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

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Top guest favourite
The cabin features an A-frame structure with a gray exterior and a vibrant red door. Surrounding trees shed their leaves, and a serene river can be seen in the background. The entrance is framed by steps leading up to the porch, adding charm to the setting.
Cabin in Falling Waters
4.84 out of 5 average rating, 138 reviews

Mike’s Cabin on the Potomac!

WELCOME TO MIKE’S CABIN ON THE POTOMAC!! Enjoy the serenity of this cabin. Off the beaten path with much to offer; fishing, kayaking, and floating in the river. Relax on the large deck, and eat at a large table on the covered patio. Grilling out or building a fire in the fire pit, you will absolutely love the time spent here. Ideal space for working remotely, with fantastic views for your background. Restaurants and groceries nearby. Close to I-70 and I-81, about 1.5 hrs from DC and Baltimore.

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Top guest favourite
A spacious wooden deck features various seating arrangements, including tables and chairs. An American flag gently waves in the breeze while string lights provide a warm ambiance. The surrounding area is shaded by tall trees, and the cabins can be seen in the background.
Cabin in Clear Spring
5 out of 5 average rating, 51 reviews

Glamping Clear Spring Maryland 3-Cabin Campground

Exclusive Private Glamping Cabins & Campground in Clear Spring Maryland About this space: The Best Cabin Glamping at Timber Valley Retreat in Clear Spring, Maryland. Make some memories at this unique and family-friendly place. Timber Valley Retreat is a private campground located at mile marker 108 along the C&O Canal. If you are looking to take your family and/or friends and "get away from it all," this is the place for you! When you rent, you get the entire site, including all three cabins.

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Top guest favourite
Guest suite in Mercersburg
4.94 out of 5 average rating, 567 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.

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Top guest favourite
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.
Flat in Hagerstown
4.99 out of 5 average rating, 180 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.

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Guest favourite
Home in Hagerstown
5 out of 5 average rating, 10 reviews

The Palmstead | Stylish 3 BR | Garage EV Charging

Welcome to your Hagerstown home base — a brand-new, thoughtfully designed space that’s comfortable, calm, and easy to settle into. Near I-81 & I-70, it features 3 queen beds and 2.5 baths, including a primary bath with heated floors. Enjoy a fully equipped kitchen, coffee bar, washer/dryer, EV garage parking, dedicated workspace, and curated amenities. Minutes to downtown Hagerstown, Meritus Medical, and the Field House. Quiet, private, and perfect for groups, families, or weekend getaways.

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Top guest favourite
Flat in Falling Waters
4.95 out of 5 average rating, 236 reviews

Near I-81, but private! Laundry! No fees!

Welcome to your peaceful retreat! This spacious and clean apartment features a fully equipped kitchen, dual shower heads, a cozy living area, and a washer/dryer for your convenience. Ideal for travelers seeking a quiet getaway or a stopover along I-81, our home is close to Antietam Battlefield, Hagerstown Shopping Outlets, C&O Canal, Tomahawk MotoX, Greenbrier State Park, Shepherdstown, and Harper's Ferry. Enjoy a comfortable stay with thoughtful amenities designed to make you feel at home!

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Guest favourite
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
4.98 out of 5 average rating, 444 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.

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Guest favourite
A modern villa is set against a backdrop of tall trees, with its mirrored exterior reflecting the surrounding forest. A stone pathway leads to the entrance, illuminated by a nearby light fixture. The soft glow of dusk highlights the natural beauty of the area.
Tiny home in Mercersburg
4.97 out of 5 average rating, 31 reviews

Romantic Mirror Cabin • Hot Tub • Fire Pit • Views

Just 90 minutes from DC! Introducing the Honeymoon 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 ✔ Hot Tub ✔ Fire Pit ✔ BBQ Grill ✔ Starlink Wi-Fi ✔ Parking

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Top guest favourite
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, 467 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.

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Superhost
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.
Flat in Clear Spring
4.75 out of 5 average rating, 80 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.

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Top guest favourite
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, 539 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.

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Top guest favourite
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, 204 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.

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Popular amenities for Clear Spring holiday rentals