Vacation rentals in Leetown

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Top-rated vacation rentals in Leetown

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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

$74 per night

Guest favorite

Guest suite in Summit Point

4.97 out of 5 average rating, 128 reviews

The Big Room - Historic Schoolhouse

Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll. There are even a couple sidewalks ;) We have 3 churches and a post office. The "Railside Market" serves food and sundries one block away. (currently has limited hours) Multiple food options are available in nearby Charles Town and lots more in Winchester Virginia!

Jan 12 – 19

$111 per night

Guest favorite

Treehouse in Shepherdstown

4.97 out of 5 average rating, 248 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.

Sep 27 – Oct 4

$137 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

$75 per night

Guest favorite

Apartment in Shenandoah Junction

4.91 out of 5 average rating, 185 reviews

Private apt near Shepherdstown

A Little Respite is our private 1 bedroom apt *King size bed *Queen size pullout sofa *7 min from Shepherdstown, 15 min from Harpers Ferry *self check-in *full kitchen *fast Wi-Fi & Roku channels *magnetic chargers *Alexa alarm clock/sound machine *quiet *fire-pit and gas grill *ideal rustic family retreat *getaway for outdoor enthusiasts, bikers, hikers, and paddlers *remote work & business traveler friendly *2 miles from Marc commuter train *Weekly and monthly stays welcome

Aug 29 – Sep 5

$80 per night

Guest favorite

Cottage in Winchester

4.97 out of 5 average rating, 421 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 beautiful acres. In addition, it is located only 2.5 miles from I-81 and 14 minutes from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage is fully furnished with all the comforts of home. From the full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more. It has everything you need for a peaceful and enjoyable stay.

Aug 22 – 29

$106 per night

Guest favorite

Farm stay in Harpers Ferry

5.0 out of 5 average rating, 222 reviews

The Lodge Room at Mt. Mama Meadows Homestead

This listing is adults only. Mt. Mama Meadows Homestead is our own slice of “almost Heaven”. We're located in Harpers Ferry, a small historic town in Jefferson County, West Virginia, in the lower Shenandoah Valley. Whether you are coming to check out the surrounding Blue Ridge Mountains, hike the Appalachian Trail, raft the Potomac or Shenandoah rivers, delve into the rich Civil War history of the area, or just relax on the homestead, there is no shortage of things to do.

Jun 30 – Jul 7

$131 per night

Superhost

Loft in Martinsburg

4.9 out of 5 average rating, 111 reviews

The Penthouse-Cool Vibes

Imagine being downtown near the restaurants, bars, and shopping. Go up 2 flights of stairs and you've arrived in heaven. The breathtaking views from the top floor is memorable. You'll love the light that spreads out through the huge windows! Enjoy the huge king size bed or just hang out in the comfy living room. You are going to make your friends so jealous when they see your pictures!

Dec 4 – 11

$115 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

$106 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

$103 per night

Guest favorite

Cottage in Martinsburg

4.98 out of 5 average rating, 353 reviews

Last Rodeo Cottage

Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

Nov 19 – 26

$97 per night

Guest favorite

Apartment in Harpers Ferry

4.99 out of 5 average rating, 362 reviews

Taylor Den

John Brown’s stomping grounds! Adjoining the Harpers Ferry National Historical Park, just off the Appalachian Trail and a short jaunt from Old Town Harpers Ferry - TAYLOR DEN kindly welcomes and accommodates you. Delight in nature’s magic and the whimsy of Harpers Ferry with Taylor Den as your private home base.

Jul 6 – 13

$83 per night