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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Boonsboro vacation homes

A room with a white desk, shelves with patterned fabric, a blue chair, and a patterned carpet.

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, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AED 550
AED 1,219 total
includes taxes & fees
4 Oct - 5 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

2. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (4 reviews)
"My friends and I had a wonderful time here for Labor Day! Quiet and a great location for all sorts of activities."
United States
Nick W.
Antietam House Historic Sharpsburg Retreat
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is AED 349
AED 931 total
includes taxes & fees
4 Oct - 5 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

4. 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, (18 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is AED 1,010
AED 1,659 total
includes taxes & fees
19 Oct - 20 Oct
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

5. 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.
The price is AED 867
AED 1,807 total
includes taxes & fees
3 Nov - 4 Nov
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

6. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (1 review)
"Cute little cabin. Perfect for our 1 night stay for a concert in the area. Im just sad we left the kids at home cause they would have loved it too!"
United States
Laura K.
The price is AED 698
AED 841 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Downtown Cabin - Family Friendly
A house with a deck, outdoor seating, and a fire pit.

7. 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 AED 1,790
AED 2,874 total
includes taxes & fees
4 Oct - 5 Oct
Exclusive Wooded Chalet w Magnificent River Views
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

8. 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
10.0 out of 10, Exceptional, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AED 716
AED 1,370 total
includes taxes & fees
3 Nov - 4 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A window with a view of a grassy yard and trees.

9. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is AED 655
AED 1,127 total
includes taxes & fees
14 Oct - 15 Oct
Charming Shepherdstown Home - Walk to Downtown
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

10. 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, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is AED 397
AED 1,047 total
includes taxes & fees
5 Oct - 6 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A house with a well-lit entrance, a small garden, and a gravel driveway.

11. 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 AED 314
AED 958 total
includes taxes & fees
4 Oct - 5 Oct
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

12. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 420
AED 834 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

13. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
9.8 out of 10, Exceptional, (48 reviews)
"Great location and incredibly well appointed!"
United States
Sarah M.
The price is AED 493
AED 1,060 total
includes taxes & fees
8 Oct - 9 Oct
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bedroom #1: queen bed on main floor w/ en suite bathroom

14. New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (8 reviews)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is AED 367
AED 1,346 total
includes taxes & fees
4 Oct - 5 Oct
New, Contemporary House in Historic Harpers Ferry
A spacious kitchen with modern appliances, a dining area with a large table, and a living room with a sofa and a fireplace.

15. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
A modern kitchen with grey cabinets, a central island, and pendant lighting.

16. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is AED 657
AED 1,367 total
includes taxes & fees
3 Nov - 4 Nov
Luxury Condo In Downtown Frederick
An outdoor patio with wooden flooring, two white cushioned chairs, and a small table.

17. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (62 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is AED 547
AED 1,126 total
includes taxes & fees
13 Oct - 14 Oct
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

18. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location and property."
United States
Helen F.
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A brick building with a waterfall feature in front.

19. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is AED 746
AED 1,670 total
includes taxes & fees
3 Nov - 4 Nov
New townhouse
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

20. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AED 906
AED 1,153 total
includes taxes & fees
3 Nov - 4 Nov
Schilling House
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

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Good stay. Clean"
Juan 1-night trip
Posted less than an hour ago
Fairfield Inn & Suites by Marriott Hagerstown