Vacation rentals in Clear Spring

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Top-rated vacation rentals in Clear Spring

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Guest favorite

Guest suite in Shepherdstown

4.96 out of 5 average rating, 565 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Sep 1 – 8

G$17,614 GYD per night

Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 251 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

Sep 4 – 11

G$23,680 GYD per night

Guest favorite

Apartment in Clear Spring

4.99 out of 5 average rating, 364 reviews

Clean, quiet. Whitetail, I-70/I-81 15 min away!

Come, relax and enjoy your stay in the area with us! The perfect HideAway to hang your hat, let your hair down or to enjoy privacy, peace & quiet while you work online on your laptop. Ski day/evening during the winter or golf during suitable weather at Whitetail. Visit other attractions including National Parks to visit, hike or bike. Super restaurants just 5 min away! Off the beaten track, very clean & well kept. Behaved, furry friends invited! We have a back-up generator so no power outages!

Jan 3 – 10

G$23,360 GYD per night

Guest favorite

Guest suite in Mercersburg

4.94 out of 5 average rating, 406 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.

Oct 16 – 23

G$24,392 GYD per night

Guest favorite

Home in Inwood

4.89 out of 5 average rating, 545 reviews

Arden House, Inwood WV

Ground level studio apartment. No steps. Completely separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed and sofa. In a separate living area, there is a queen bed, TV, private bath, desk, table, microwave, convection oven, air fryer, refrigerator Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic.

Jan 14 – 21

G$17,879 GYD per night

Guest favorite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 641 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Jan 17 – 24

G$19,302 GYD per night

Guest favorite

Tiny home in Hancock

4.95 out of 5 average rating, 151 reviews

Ridge top tiny house - mountain side 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.

Jul 20 – 27

G$30,331 GYD per night

Guest favorite

Cabin in Berkeley Springs

4.82 out of 5 average rating, 288 reviews

Cozy Cabin Creek Retreat W/Hottub

The neighborhood is super quiet and such a wonderful place to get away to. The house is located right in front of the creek that you can fish, kayak, let your dog swim and just enjoy the sound. The house is nice and cozy, the house is not secluded. I do have neighbors, the ones to the left is a rental, the one to the right is a weekend home but the couple are never there. The walk down to the water is little steep, I do not have stairs yet to the bottom of the hill yet.

Jan 5 – 12

G$27,555 GYD per night

Guest favorite

Condo in Chambersburg

4.98 out of 5 average rating, 221 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Nov 20 – 27

G$17,988 GYD per night

Guest favorite

Cabin in Berkeley Springs

4.96 out of 5 average rating, 103 reviews

Secluded 3BR/2BA Cabin

Renovated cabin with new kitchen, located on Sleepy Creek. Enjoy your morning coffee on the patio, while you listen to the sound of the creek. Cook out on the gas grill, and make a campfire and roast s’mores for dessert. Hang out in a hammock and look up at the beautiful trees. Secluded cabin surrounded by forest, yet a 15-minute drive to the charming town of Berkeley Springs.

Jun 10 – 17

G$33,794 GYD per night

Guest favorite

Cottage in Shepherdstown

4.96 out of 5 average rating, 181 reviews

The GW Hollida Cottage of Shepherdstown

Let time slow just a bit at this unique and tranquil getaway! This recently renovated cottage is situated just behind the GW Hollida house, circa early 1800s. Whether taking a few extra breaths of fresh air on the deck, taking a stroll through the 5 acres of serenity, or kicking back to enjoy some peace and quiet, we are confident you'll love this place as much as we do!

Feb 4 – 11

G$25,285 GYD per night

Guest favorite

Cabin in Shepherdstown

4.95 out of 5 average rating, 422 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

May 19 – 26

G$24,790 GYD per night