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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 bedroom with a bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

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 1,153 total
includes taxes & fees
29 Sep - 30 Sep
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

2. 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 459
AED 1,012 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.

3. 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 1,565 total
includes taxes & fees
5 Oct - 6 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

4. 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 714
AED 1,536 total
includes taxes & fees
6 Oct - 7 Oct
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.

5. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
"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 777
AED 901 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Downtown Cabin - Family Friendly
A large, curved metal building with a covered entrance and two chairs outside.

6. Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!

Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!
Sharpsburg
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed the views."
United States
Shena M.
Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!
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 1,689
AED 2,553 total
includes taxes & fees
5 Oct - 6 Oct
Exclusive Wooded Chalet w Magnificent River Views
A spacious living room with a staircase, a sofa, a television, and a large window.

8. BEST LOCATION: Historic Shepherdstown Getaway

BEST LOCATION: Historic Shepherdstown Getaway
Shepherdstown
10.0 out of 10, Exceptional, (112 reviews)
"Wonderful host, great location, everything was a expected"
United States
Dave D.
BEST LOCATION: Historic Shepherdstown Getaway
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 591
AED 986 total
includes taxes & fees
14 Oct - 15 Oct
Charming Shepherdstown Home - Walk to Downtown
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

10. 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, (73 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AED 716
AED 1,285 total
includes taxes & fees
19 Oct - 20 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

11. 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.
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

12. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is AED 782
AED 1,717 total
includes taxes & fees
29 Sep - 30 Sep
Newly constructed 6 bedroom home
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

13. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AED 1,006
AED 1,260 total
includes taxes & fees
29 Sep - 30 Sep
Schilling House
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

14. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is AED 448
AED 1,020 total
includes taxes & fees
29 Sep - 30 Sep
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A modern kitchen with a central island, stainless steel appliances, and a stone accent wall.

15. Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
Harpers Ferry
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
The price is AED 993
AED 1,880 total
includes taxes & fees
7 Oct - 8 Oct
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
A room with a large sliding glass door leading to a backyard with a grassy lawn and trees. There are two gray upholstered chairs in the room.

16. 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 1,276 total
includes taxes & fees
30 Sep - 1 Oct
New, Contemporary House in Historic Harpers Ferry
A modern kitchen with grey cabinets, a central island, and pendant lighting.

17. 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 542
AED 1,159 total
includes taxes & fees
28 Oct - 29 Oct
Luxury Condo In Downtown Frederick
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

18. 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 426
AED 947 total
includes taxes & fees
29 Sep - 30 Sep
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
An outdoor patio with wooden flooring, two white cushioned chairs, and a small table.

19. 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 1,082 total
includes taxes & fees
13 Oct - 14 Oct
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
A bedroom with a large bed, a bench, a chair, a nightstand, and a wall with decorative plates.

20. Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (20 reviews)
"Overall good property- close location to all attractions"
United States
Trisha P.
The price is AED 588
AED 1,445 total
includes taxes & fees
29 Sep - 30 Sep
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
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 Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"very comfortable bed"
Mary 1-night trip
Posted 2 hours ago
Quality Inn Harpers Ferry - Charles Town