A stone tower with a flagpole and an American flag.

Boonsboro Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Boonsboro vacation rentals

A wooden cabin with a patio area, outdoor seating, and a fire pit.

1. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
$294 nightly
The price is $303
Nov 2 - Nov 3
Total with taxes and fees
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A residential area with houses, roads, and green fields.

2. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
$333 nightly
The price is $353
Nov 2 - Nov 3
Total with taxes and fees
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

3. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (45 reviews)
"The house was as great! Plenty of space for 5 adults. Conveniently located to the areas we wanted to visit. Very quiet location"
United States
Melisa T.
$322 nightly
The price is $359
Nov 3 - Nov 4
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

4. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
$96 nightly
The price is $107
Nov 8 - Nov 9
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

5. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (117 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
$215 nightly
The price is $228
Nov 1 - Nov 2
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

6. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (77 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
$335 nightly
The price is $373
Nov 4 - Nov 5
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A room with large windows, wooden floors, and a ceiling fan.

7. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (101 reviews)
"The cabin was clean, spacious, and"
United States
Daniel
$339 nightly
The price is $359
Nov 1 - Nov 2
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (160 reviews)
"Great little spot!"
United States
Shelby W.
$256 nightly
The price is $271
Nov 2 - Nov 3
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

9. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was so enjoyable!"
United States
Kimberly C.
$429 nightly
The price is $455
Nov 9 - Nov 10
Total with taxes and fees
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

10. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
$161 nightly
The price is $171
Nov 1 - Nov 2
Total with taxes and fees
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A living room with a dining table, chairs, a sofa, and a television.

11. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
$198 nightly
The price is $220
Nov 1 - Nov 2
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

12. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
$430 nightly
The price is $456
Nov 5 - Nov 6
Total with taxes and fees
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A log cabin interior with a wooden bench, a leather sofa, a coffee table, and a bookshelf.

13. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
$247 nightly
The price is $261
Nov 1 - Nov 2
Total with taxes and fees
Cozy Downtown Cabin - Family Friendly
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

14. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (56 reviews)
"Very comfortable and cozy. Our family had a great stay here."
United States
bethany c.
$242 nightly
The price is $269
Nov 12 - Nov 13
Total with taxes and fees
Charming Cabin in the Woods with River Access
A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

15. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (18 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
$215 nightly
The price is $227
Nov 22 - Nov 23
Total with taxes and fees
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

16. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
$179 nightly
The price is $189
Oct 31 - Nov 1
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

17. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (21 reviews)
"The host is super friendly and responsive. The unit is very clean and worked great for our needs. The location is close to Gettysburg, but allowed us to get out of town a bit, and into the beautiful countryside."
United States
Jeff D.
$173 nightly
The price is $191
Nov 3 - Nov 4
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

18. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
$212 nightly
The price is $225
Nov 3 - Nov 4
Total with taxes and fees
Cozy, dog-friendly, downtown
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

19. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
$145 nightly
The price is $161
Oct 31 - Nov 1
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
A modern apartment with a living room, kitchen, and dining area.

20. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
$211 nightly
The price is $224
Nov 4 - Nov 5
Total with taxes and fees
Pet-friendly, heart of downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boonsboro Hotel Reviews

Quality Inn Spring Mills - Martinsburg North

Quality Inn Spring Mills - Martinsburg North

8/10 Good
"We reserved two rooms with king size beds. One room was super nice. The other had more wear ie. some staining on furniture & some chipped bathroom floor tile (which we covered with the bath mat) . Overall, the rooms were comfortable & quiet, the breakfast was adequate & the price was very affordable. We would stay there again!"
Marilyn 3-night trip
Posted less than an hour ago
Quality Inn Spring Mills - Martinsburg North

Find out more about Boonsboro

Everything you need to know about Boonsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boonsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boonsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boonsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boonsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Boonsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $254 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boonsboro rentals

At Expedia, we put the best Boonsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boonsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boonsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boonsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Boonsboro?

Yes, you can find vacation rentals near well known sights in Boonsboro, or you can select a more remote option if you're looking for a relaxing stay. Boonsboro is known for its mountain views and monuments. Make sure you have time to check out the riverfront and museums during your trip.

What's the top vacation rental that Boonsboro has to offer?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home near Boonsboro is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Boonsboro is Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit.

How many vacation rentals will I find in Boonsboro?

Expedia has 8 vacation rentals for your stay in Boonsboro.

What’s there to see and do in Boonsboro?

Crystal Grottoes Caverns and Greenbrier State Park are a couple of lovely local spots to get outside and enjoy nature. While here, South Mountain State Park and Washington Monument State Park are other places worth a visit.

What’s a vacation rental in Boonsboro like?

Vacation rentals are private properties where you can stay for short or long periods in Boonsboro. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.