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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Boonsboro vacation rentals

Exterior

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (82 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is ￥11,471
￥22,470 total
includes taxes & fees
Sep 7 - Sep 8
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (96 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is ￥31,864
￥52,690 total
includes taxes & fees
Sep 13 - Sep 14
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

3. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is ￥16,425
￥57,897 total
includes taxes & fees
Sep 1 - Sep 2
Antietam Look Out - Incredible Sunset Views!
Exterior

4. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (209 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is ￥23,101
￥27,865 total
includes taxes & fees
Sep 13 - Sep 14
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
TV, fireplace

5. 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, (72 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is ￥17,382
￥60,874 total
includes taxes & fees
Sep 2 - Sep 3
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Microwave, oven, stovetop, dishwasher

6. 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, (16 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is ￥43,813
￥72,449 total
includes taxes & fees
Sep 13 - Sep 14
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
1 bedroom, WiFi (free), bed sheets

7. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (35 reviews)
"Great location, clean place. "
United States
Warren B.
The price is ￥11,163
￥32,794 total
includes taxes & fees
Sep 2 - Sep 3
Cozy, dog-friendly, downtown
Smart TV

8. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is ￥11,960
￥33,807 total
includes taxes & fees
Aug 31 - Sep 1
Pet-friendly, heart of downtown
Exterior detail

9. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
The price is ￥14,179
￥35,802 total
includes taxes & fees
Sep 14 - Sep 15
Huge 1br apt, baby-friendly, dogs, walkable downtown
Exterior detail

10. 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, (19 reviews)
"Location and amenities"
United States
Shane B.
The price is ￥12,877
￥31,120 total
includes taxes & fees
Aug 18 - Aug 19
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is ￥25,515
￥53,247 total
includes taxes & fees
Aug 23 - Aug 24
Charming "Cream of the Crop" Cape ~❤️of Middletown
Interior

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
8.4 out of 10, Very Good, (63 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is ￥32,867
￥73,549 total
includes taxes & fees
Sep 8 - Sep 9
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Interior

13. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (2 reviews)
"The house is a perfect spot for walking to the battlefield"
United States
Karen
The price is ￥22,820
￥52,081 total
includes taxes & fees
Sep 7 - Sep 8
Antietam House Historic Sharpsburg Retreat
Smart TV, music library

14. Downtown Frederick retreat with parking. Dog- and baby-friendly!

Downtown Frederick retreat with parking. Dog- and baby-friendly!
Frederick
9.8 out of 10, Exceptional, (7 reviews)
"My daughter and I stayed here when we came down to visit friends. The place was so clean and cozy. For us the weather wasn’t good, so we weren’t able to walk to the downtown area, but it is so close and was nice to see. We would definitely stay here again! "
United States
Kelley R.
The price is ￥15,469
￥43,950 total
includes taxes & fees
Aug 31 - Sep 1
Downtown Frederick retreat with parking. Dog- and baby-friendly!
Exterior

15. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
The price is ￥13,635
￥41,775 total
includes taxes & fees
Aug 17 - Aug 18
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Dining

16. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is ￥52,268
￥87,351 total
includes taxes & fees
Sep 9 - Sep 10
Exclusive Wooded Chalet w Magnificent River Views
Smart TV, fireplace

17. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (23 reviews)
"Relaxing, close to all."
United States
Valarie
The price is ￥15,947
￥55,993 total
includes taxes & fees
Aug 16 - Aug 17
Peregrine's Perch - Cabin Overlooking the River!
Coffee/tea maker, fridge, microwave, oven

18. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (70 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is ￥24,718
￥52,233 total
includes taxes & fees
Aug 17 - Aug 18
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Outdoor dining

19. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (51 reviews)
"We had a wonderful Mother’s Day weekend visiting our daughter and her family! The home was exactly as pictured, very clean and a great location! We could easily walk to our daughter’s house and anything in downtown Frederick. Would definitely stay here agin! "
United States
Dawn W.
The price is ￥18,977
￥44,288 total
includes taxes & fees
Aug 31 - Sep 1
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Property grounds

20. Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is ￥15,947
￥54,995 total
includes taxes & fees
Aug 16 - Aug 17
Cabin at the Gap | You Won't Believe the View!
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

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

8/10 Good
"The property and the rooms were very clean. The staff was helpful and answered all questions. Only reason I would give 4/5 starts was because of the room set up. With the bathroom door being a large sliding barn door with a large window that was frosted slightly. The main issue was in the middle of the night or early morning, if someone takes a shower or goes to the restroom, the light from the bathroom fills the room and easily wakes people up."
Aaron 1-night trip
Posted 4 hours ago
SpringHill Suites by Marriott Frederick

Find out more about Boonsboro

Search for holiday rentals in Boonsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Boonsboro using one of the methods below:

  • View our selection of featured holiday rentals in Boonsboro
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Look no further and take a look at our great range of rental properties in Boonsboro!

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?

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct: This vacation home rental near Boonsboro offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Boonsboro?

Expedia has 6 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, Washington Monument State Park and South Mountain 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.