Boonsboro Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Boonsboro holiday rentals

Exterior

Cabin in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
9.8 out of 10, Exceptional, (72 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is HK$563
HK$1,103 total
includes taxes & fees
23 Mar - 24 Mar
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

Cabin in Middletown

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is HK$587
HK$1,492 total
includes taxes & fees
9 Mar - 10 Mar
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Fridge, microwave, oven, stovetop

Cottage in Frederick

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (64 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is HK$908
HK$2,024 total
includes taxes & fees
9 Mar - 10 Mar
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Interior

Cabin in Keedysville

Antietam Creek - Quiet 2 Bedroom Cabin
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is HK$1,564
HK$2,554 total
includes taxes & fees
9 Mar - 10 Mar
Antietam Creek - Quiet 2 Bedroom Cabin
Property grounds

Cabin in Thurmont

Birch Cabin at Hunting Creek Hideaway
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is HK$760
HK$1,179 total
includes taxes & fees
9 Mar - 10 Mar
Birch Cabin at Hunting Creek Hideaway
TV, fireplace

Cabin in Keedysville

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (67 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is HK$782
HK$2,889 total
includes taxes & fees
11 Mar - 12 Mar
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
TV, fireplace

Cabin in Fairfield

4-bedroom cabin in beautiful Fairfield with cozy charm
9.0 out of 10, Wonderful, (2 reviews)
"Everything is good "
United States
Fausto M.
The price is HK$1,564
HK$4,438 total
includes taxes & fees
9 Mar - 10 Mar
4-bedroom cabin in beautiful Fairfield with cozy charm
Outdoor spa tub

Cabin in Sleepy Hollow

Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi
9.2 out of 10, Wonderful, (10 reviews)
"Great location, perfect for a quick weekend getaway! "
United States
Kate C.
The price is HK$1,066
HK$2,039 total
includes taxes & fees
9 Mar - 10 Mar
Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi
Dining

Holiday Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (77 reviews)
"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...
United States
Lynne
The price is HK$720
HK$1,899 total
includes taxes & fees
16 Mar - 17 Mar
*Luxury Condo In Downtown Frederick*
Interior

Cottage in Hedgesville

Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is HK$587
HK$1,261 total
includes taxes & fees
9 Mar - 10 Mar
Bring Your Own Boat - Meticulously restored house on the Potomac River
Interior

Cabin in Keedysville

Antietam Look Out - Incredible Sunset Views!
9.8 out of 10, Exceptional, (35 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is HK$782
HK$2,794 total
includes taxes & fees
11 Mar - 12 Mar
Antietam Look Out - Incredible Sunset Views!
Fridge, microwave, coffee/tea maker, toaster

Apartment in Frederick

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is HK$546
HK$1,657 total
includes taxes & fees
9 Mar - 10 Mar
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Property grounds

Cabin in Waynesboro

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
9.8 out of 10, Exceptional, (96 reviews)
"Love it been coming here for a few years now "
United States
Kristina M.
The price is HK$1,017
HK$2,109 total
includes taxes & fees
20 Mar - 21 Mar
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Dining

Holiday Home in Downtown Frederick

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (123 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
The price is HK$868
HK$2,081 total
includes taxes & fees
23 Mar - 24 Mar
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Smart TV, fireplace, table football, books

Cabin in Harpers Ferry

Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, great amenities, comfortable!"
United States
James
The price is HK$1,204
HK$3,915 total
includes taxes & fees
11 Mar - 12 Mar
Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
Terrace/patio

Cabin in Sleepy Hollow

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
9.0 out of 10, Wonderful, (28 reviews)
"This is a great property for a quiet and relaxing stay. "
United States
David G.
The price is HK$1,162
HK$2,258 total
includes taxes & fees
9 Mar - 10 Mar
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Fridge, microwave, oven, stovetop

Holiday Home in Jefferson

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
9.8 out of 10, Exceptional, (60 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is HK$704
HK$1,874 total
includes taxes & fees
9 Mar - 10 Mar
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
TV, books

Cabin in Sleepy Hollow

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
8.6 out of 10, Excellent, (14 reviews)
"We had a lovely time staying here. It was comfortable and clean, and Tony was very responsive and helpful with the few things we needed. "
United States
Kasey L.
The price is HK$1,337
HK$2,244 total
includes taxes & fees
17 Mar - 18 Mar
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
Exterior

Cabin in Sleepy Hollow

Loft Cabin w, Hot Tub, Fire Pit, Huge Deck & WiFi!
8.4 out of 10, Very good, (30 reviews)
"The property is beautiful. Very peaceful. The cabin had everything we needed. Really loved our stay."
United States
Jean M.
The price is HK$1,162
HK$2,546 total
includes taxes & fees
9 Mar - 10 Mar
Loft Cabin w, Hot Tub, Fire Pit, Huge Deck & WiFi!
Interior

Cabin in The Woods

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is HK$1,249
HK$2,185 total
includes taxes & fees
10 Mar - 11 Mar
2-Bedroom cabin Hot tub Fireplace PS5
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

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Overall not a bad place to stay. We were only there to sleep for our two nights so it did the job. Staff is friendly and helpful, room was clean "
Ronald 2-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Hagerstown, MD

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:

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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 holiday rental in Boonsboro?

Yes, there are holiday rentals close to the most popular sights in Boonsboro, or you can select a more secluded 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 are some of the best holiday rentals that Boonsboro has to offer?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Boonsboro offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Boonsboro?

Expedia has 6 holiday 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 holiday rental in Boonsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boonsboro. Holiday rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.