Photo by Doug Kerr

Boonsboro Holiday Rentals

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Holiday Rentals in Boonsboro

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (48)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is NZ$194
includes taxes & fees
30 Dec - 31 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is NZ$1,133
includes taxes & fees
26 Dec - 27 Dec
Terra Alta - Incredible River Views and Hot Tub!

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (45)
"House was very comfortable for our family. The kids loved the flexibility of the sleeping arrangements. "
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

9.8 out of 10, Exceptional, (48)
"Super pleased with everything. Enjoyed our stay so. Very much. Would love to come back sometime. "
The price is NZ$479
includes taxes & fees
20 Jan - 21 Jan 2025
Waterfront Cabin overlooking the Potomac River W/ Hot Tub

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

10.0 out of 10, Exceptional, (117)
"We were looking for a quiet getaway location from the Black Friday and Small Business Saturday crowds, but also a location that was close to several small towns near the area...and this property checked all boxes! Everywhere you go within 20-30 minutes is a delight for the history, art, music collector, foodie, entertainment, wine, distillery, brewery, or shopping fanatic...a delightful home and one we hope to visit again!"
The price is NZ$551
includes taxes & fees
30 Dec - 31 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

10.0 out of 10, Exceptional, (13)
"Beautiful cozy cabin. It was clean and quiet. Took an awesome hike to the devil's nose, explored Berkeley springs all within a short distance of the cabin. Property owner was super helpful."
The price is NZ$845
includes taxes & fees
29 Dec - 30 Dec
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (88)
"Cozy cabin, wonderful hosts, great location near the AT. Probably the most thoughtful host we’ve had, they’ve thought of everything from breakfast treats and extra linens, even dog treats."
Countryside Cabin with Mountain Views near Surreybrooke Gardens

A newly renovated, pet-friendly Penthouse condo with private rooftop deck.

9.6 out of 10, Exceptional, (36)
"The property was lovely. Just as pictured. The host was very responsive throughout the booking, and check-in process. As others have mentioned, the intersection can be a bit busy, and noisy in the morning. The temp outside was in the 20 degree range, and the heat and hot water inside never got exceptionally warm. "
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.

Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

9.8 out of 10, Exceptional, (217)
"Myself and two friends went for a two night stay and it couldn't have been better. The hosts were reasonable, practical with all their expectations and they were very responsive and kind during the planning stages and when we arrived. The house was well supplied with everything we needed. Unfortunately there was an outdoor burn ban in place due to drought, but the fire pit looked very comfortable and we even talked about coming back to enjoy it next year. We did light a fire inside and it was...
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

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

9.8 out of 10, Exceptional, (50)
"The place was adorable. The view was amazing!"
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (88)
"Great year round location. Owners are nearby if issues occur. HIGHLY RECOMMENDED. "
The price is NZ$390
includes taxes & fees
26 Dec - 27 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (115)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (110)
"The house was amazing, great views and a great layout that allowed for us to hang as a group or have some privacy. Very convenient to everything we wanted to do; Harper’s Ferry, Ziplining (or rafting based on time of year), and the Brewery that we went to on the last night felt like it was almost walking distance. Definitely recommend and would stay again in a heartbeat. "
Walk to Potomac River and downtown Harpers Ferry

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (40)
"Lots of space for everyone, excellent pool and hot tub"
Charles Town Home w/ Private Pool & Hot Tub

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (20)
"The water quality was my only complaint. It was extra hard."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

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

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is NZ$450
includes taxes & fees
29 Dec - 30 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Antietam Toll House~ an historic waterfront cabin

9.8 out of 10, Exceptional, (70)
"We just needed to get out of the city for a night and this was a perfect spot. Cute, comfortable, and with pretty much any amenity you could need. "
The price is NZ$496
includes taxes & fees
29 Dec - 30 Dec
Antietam Toll House~ an historic waterfront cabin

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (27)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
The price is NZ$1,396
includes taxes & fees
30 Dec - 31 Dec
White House Inn - Historic Home in Harpers Ferry!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

10.0 out of 10, Exceptional, (15)
"It was great "
The price is NZ$1,148
includes taxes & fees
26 Dec - 27 Dec
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
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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Other types of properties in Boonsboro you may be interested in

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1008)
"Everything was good "
The price is NZ$164
includes taxes & fees
6 Jan - 7 Jan 2025
Country Inn & Suites by Radisson, Frederick, MD

Hampton Inn & Suites Frederick-Fort Detrick

2.5 star property
8.8 out of 10, Excellent, (1005)
"Great location just off of route 15. Easy on and off for a stop on a long drive. Also, the coffee and tea in lobby are always on."
The price is NZ$199
includes taxes & fees
4 Jan - 5 Jan 2025
Hampton Inn & Suites Frederick-Fort Detrick

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.6 out of 10, Excellent, (1052)
"Great"
The price is NZ$181
includes taxes & fees
5 Jan - 6 Jan 2025
Country Inn & Suites by Radisson, Hagerstown, MD
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.

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 4 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, South Mountain State Park and Washington Monument 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.