Vacation rentals in Boonsboro

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Top-rated vacation rentals in Boonsboro

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

Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 247 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.

Mar 19 – 26

R2,147 ZAR per night
Guest favorite

Guest suite in Shepherdstown

4.96 out of 5 average rating, 563 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.

Jun 27 – Jul 4

R1,761 ZAR per night
Guest favorite

Guesthouse in Middletown

4.95 out of 5 average rating, 242 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

Mar 20 – 27

R2,008 ZAR per night

Popular amenities for Boonsboro vacation rentals

Stay near Boonsboro's top sights

Dan's Restaurant & Tap House13 locals recommend
Weis Markets5 locals recommend
Vesta Pizzeria and Family Restaurant6 locals recommend
Stone Werks Coffee + Sweets6 locals recommend
Turn the Page Bookstore6 locals recommend
Cronise Market Place4 locals recommend

Other great vacation rentals in Boonsboro

Guest favorite

Cottage in Middletown

4.92 out of 5 average rating, 217 reviews

Charming "Cream of the Crop" Cape ~❤️of Middletown

Nov 28 – Dec 5

R3,136 ZAR per night
Guest favorite

Home in Sharpsburg

4.84 out of 5 average rating, 221 reviews

Retreat to Antietam/Sharpsburg

Sep 16 – 23

R2,535 ZAR per night
Guest favorite

Treehouse in Shepherdstown

4.97 out of 5 average rating, 243 reviews

Cozy West Virginia Treehouse

Jun 9 – 16

R2,867 ZAR per night
Guest favorite

Cottage in Sharpsburg

4.95 out of 5 average rating, 151 reviews

Lock Keepers Cottage on C&O Canal/Potomac River

Jun 15 – 22

R3,403 ZAR per night
Guest favorite

Home in Bolivar

4.96 out of 5 average rating, 178 reviews

Newly renovated - Walk to Harpers Ferry NP

Jan 10 – 17

R2,162 ZAR per night
Guest favorite

Farm stay in Shenandoah Junction

4.93 out of 5 average rating, 137 reviews

Historic Rockdale Private Studio Apartment

Jun 10 – 17

R2,064 ZAR per night
Guest favorite

Home in Sharpsburg

4.99 out of 5 average rating, 107 reviews

Charming Historic Canal House C&O Potomac Antietam

Aug 4 – 11

R3,752 ZAR per night
Guest favorite

Farm stay in Harpers Ferry

5.0 out of 5 average rating, 215 reviews

The Lodge Room at Mt. Mama Meadows Homestead

May 17 – 24

R2,775 ZAR per night
Guest favorite

Cabin in Myersville

4.98 out of 5 average rating, 57 reviews

Sleepy Hollow Log Cabin

Oct 16 – 23

R2,677 ZAR per night
Guest favorite

Home in Middletown

4.97 out of 5 average rating, 31 reviews

Mountain Church Cottage

Mar 19 – 26

R2,534 ZAR per night
Guest favorite

Guest suite in Boonsboro

4.98 out of 5 average rating, 50 reviews

Entire Suite to you and your guests at Lordon Lane

Jan 29 – Feb 5

R3,512 ZAR per night
Guest favorite

Guest suite in Hagerstown

5.0 out of 5 average rating, 11 reviews

Clover Cove

Jun 5 – 12

R1,386 ZAR per night

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