Boonsboro Vacation Rentals

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Dec 7 - Dec 8
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Dec 19 - Dec 21

Vacation Rentals in Boonsboro

Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
9.8 out of 10, Exceptional, (65)
"We truly loved this location and definitely will be back!"
United States
Astrid
$95 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Fridge, microwave, oven, stovetop
Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown

Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
$186 nightly
The price is $197
Dec 8 - Dec 9
Total with taxes and fees
Cozy, dog-friendly, downtown
Game room
Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River

Hedgesville
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
$145 nightly
The price is $161
Dec 8 - Dec 9
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
Fridge, microwave, oven, stovetop
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

The Woods
10.0 out of 10, Exceptional, (2)
"Weston was very welcoming and was prompt to answer any questions leading up to the trip. The home was clean and cozy. Although we didn’t use them due to weather, we enjoyed having the option to use the hot tub and fire pit. "
United States
Jaclyn K.
$266 nightly
The price is $296
Dec 15 - Dec 16
Total with taxes and fees
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Fridge, microwave, oven, stovetop
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, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
$222 nightly
The price is $235
Dec 8 - Dec 9
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Outdoor dining
Chic, pets, walk to downtown

Chic, pets, walk to downtown

Frederick
10.0 out of 10, Exceptional, (14)
"Beautiful home with all desired ammenaties and very professional owners"
United States
Lawrence S.
$208 nightly
The price is $220
Dec 8 - Dec 9
Total with taxes and fees
Chic, pets, walk to downtown
Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*

*Modern Condo In Downtown Frederick*

Downtown Frederick
9.4 out of 10, Exceptional, (74)
"Enjoyed the hot tub with a view!"
United States
Matthew M.
$251 nightly
The price is $266
Dec 8 - Dec 9
Total with taxes and fees
*Modern Condo In Downtown Frederick*
Smart TV
Pet-friendly, heart of downtown

Pet-friendly, heart of downtown

Frederick
10.0 out of 10, Exceptional, (6)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
$181 nightly
The price is $192
Dec 8 - Dec 9
Total with taxes and fees
Pet-friendly, heart of downtown
Exterior
2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2.0 star property
The Woods
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
$265 nightly
The price is $275
Dec 17 - Dec 18
Total with taxes and fees
2-Bedroom cabin Hot tub Fireplace PS5
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown

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

Middletown
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
$233 nightly
The price is $247
Dec 8 - Dec 9
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

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

The Woods
9.8 out of 10, Exceptional, (25)
"Enjoyed our stay tremendously. Perfect spot for a quiet getaway. Loved the main bedroom and hot tub. "
United States
Graham B.
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

Middletown
9.6 out of 10, Exceptional, (110)
"Beautiful cabin with an adorable mini oven, great TV, creature comforts of robes and throws. Best sleep I’ve ever had in the quiet."
United States
Sharon H.
$188 nightly
The price is $199
Dec 8 - Dec 9
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
1 bedroom, WiFi, bed sheets
The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage

Harpers Ferry
9.8 out of 10, Exceptional, (43)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
$153 nightly
The price is $170
Dec 8 - Dec 9
Total with taxes and fees
The Carriage House at Carrot Top Cottage
Outdoor spa tub
Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$339 nightly
The price is $377
Dec 10 - Dec 11
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
Smart TV
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Downtown Frederick
9.0 out of 10, Wonderful, (70)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
$247 nightly
The price is $262
Dec 8 - Dec 9
Total with taxes and fees
*Luxury Condo In Downtown Frederick*
Exterior
Fireplace, Fire Pit & Resort Amenities

Fireplace, Fire Pit & Resort Amenities

The Woods
10.0 out of 10, Exceptional, (2)
"It was a super cute place with the perfect amount of room. The owner reached out to me everyday to make sure it all went well which was appreciated. I will definitely come back! "
United States
Omar m.
$283 nightly
The price is $305
Dec 8 - Dec 9
Total with taxes and fees
Fireplace, Fire Pit & Resort Amenities
Outdoor dining
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

The Woods
9.8 out of 10, Exceptional, (19)
"Plenty of amenities with the resort/spa very close to make for a wonderful family getaway weekend trip. Or just staying at the cabin also full of things to do for all ages!"
United States
Diana H.
$365 nightly
The price is $388
Dec 8 - Dec 9
Total with taxes and fees
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Pine Tree Nest

Cozy Pine Tree Nest

Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
$171 nightly
The price is $181
Dec 29 - Dec 30
Total with taxes and fees
Cozy Pine Tree Nest
Property grounds
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Waynesboro
9.8 out of 10, Exceptional, (90)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
$203 nightly
The price is $224
Dec 9 - Dec 10
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Interior
Loft, Wood Stove, Fire Pit, Grill & Deck on Creek

Loft, Wood Stove, Fire Pit, Grill & Deck on Creek

Hedgesville
9.8 out of 10, Exceptional, (8)
"Loved the “creek” (slightly more rapidy than a creek but the water sounds were great) "
United States
Lauren W.
$316 nightly
The price is $342
Dec 8 - Dec 9
Total with taxes and fees
Loft, Wood Stove, Fire Pit, Grill & Deck on Creek
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Front desk was very considerate and friendly. Hotel was very clean. "
Barry 1-night trip
Posted 2 days ago
Hampton Inn Martinsburg

Find out more about Boonsboro

Everything you need to know about Boonsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boonsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boonsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boonsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boonsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Boonsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boonsboro rentals

At Expedia, we put the best Boonsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boonsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boonsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boonsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Terra Alta - Incredible River Views and Hot Tub!: This vacation home rental near Boonsboro is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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, South Mountain State Park and Washington Monument 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.