Vacation rentals in Boonsboro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Boonsboro

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

Guest favorite
Cabin in Myersville
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.
Nov 2 – 9
$98 per night
4.97 out of 5 average rating, 247 reviews
Guest favorite
Guest suite in Shepherdstown
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 22 – 29
$77 per night
4.96 out of 5 average rating, 561 reviews
Guest favorite
Guesthouse in Middletown
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.
Feb 22 – Mar 1
$93 per night
4.95 out of 5 average rating, 241 reviews

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
Home in Blue Ridge Summit
Colonial Era Spring House
Jul 17 – 24
$114 per night
5.0 out of 5 average rating, 438 reviews
Guest favorite
Home in Sharpsburg
Retreat to Antietam/Sharpsburg
Aug 23 – 30
$117 per night
4.84 out of 5 average rating, 221 reviews
Guest favorite
Cottage in Sharpsburg
Lock Keepers Cottage on C&O Canal/Potomac River
Apr 11 – 18
$137 per night
4.95 out of 5 average rating, 151 reviews
Guest favorite
Farm stay in Shenandoah Junction
Historic Rockdale Private Studio Apartment
May 24 – 31
$95 per night
4.93 out of 5 average rating, 137 reviews
Guest favorite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
Aug 2 – 9
$194 per night
4.96 out of 5 average rating, 107 reviews
Guest favorite
Apartment in Frederick
Your own "Tiny House"
Oct 7 – 14
$57 per night
4.9 out of 5 average rating, 136 reviews
Guest favorite
Farm stay in Harpers Ferry
The Lodge Room at Mt. Mama Meadows Homestead
Apr 18 – 25
$128 per night
5.0 out of 5 average rating, 214 reviews
Guest favorite
Chalet in Shepherdstown
River’s Edge Retreat on the Deep Water Potomac
Oct 3 – 10
$174 per night
4.92 out of 5 average rating, 211 reviews
Guest favorite
Guest suite in Boonsboro
Entire Suite to you and your guests at Lordon Lane
Jun 14 – 21
$135 per night
4.98 out of 5 average rating, 48 reviews
Guest favorite
Cabin in Myersville
Sleepy Hollow Log Cabin
Feb 27 – Mar 6
$123 per night
4.98 out of 5 average rating, 57 reviews
Guest favorite
Home in Middletown
Mountain Church Cottage
Sep 27 – Oct 4
$124 per night
4.97 out of 5 average rating, 30 reviews
Guest favorite
Home in Hagerstown
Hawks Nest Hagerstown
Jun 22 – 29
$82 per night
5.0 out of 5 average rating, 7 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Washington County
  5. Boonsboro