Search Boonsboro Cottage Rentals from CA $105

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Boonsboro cottages

A living room with a dining table, chairs, a sofa, and a television.

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
United States
Abigail
The price is CA $170
CA $298 total
includes taxes & fees
Nov 15 - Nov 16
Quaint Mini Cottage in Shepherdstown - Walking Distance
A two-story house with a front lawn and trees in the background.

2. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
The price is CA $171
CA $501 total
includes taxes & fees
Nov 19 - Nov 20
Walk to Stores: Home in Historic Shepherdstown!
A white building with a red roof, a car parked in front, and a grassy yard.

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is CA $106
CA $216 total
includes taxes & fees
Nov 12 - Nov 13
Bring Your Own Boat - Meticulously restored house on the Potomac River
A bedroom with a bed, a table, and a view of the outdoors.

4. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (55 reviews)
"Very clean and convenient for seeing Harpers Ferry"
United States
Rich C.
The price is CA $197
CA $295 total
includes taxes & fees
Nov 12 - Nov 13
The Carriage House at Carrot Top Cottage
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

5. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (72 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is CA $202
CA $396 total
includes taxes & fees
Nov 12 - Nov 13
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A two-story house with a covered porch and a wooden fence.

6. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (36 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is CA $275
CA $461 total
includes taxes & fees
Nov 12 - Nov 13
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A hot tub with a view of a forested landscape during sunset.

7. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
The price is CA $141
CA $578 total
includes taxes & fees
Nov 12 - Nov 13
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

8. Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia

Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
The Woods
The price is CA $604
CA $713 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
A two-story house with a porch, a front door, and a number '190' sign.

9. Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV

Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Harpers Ferry
The price is CA $678
CA $788 total
includes taxes & fees
Nov 18 - Nov 19
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
A historic building with a brick facade, multiple windows, and a covered porch area.

10. Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia

Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
Bolivar
The price is CA $809
CA $955 total
includes taxes & fees
Nov 17 - Nov 18
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
A covered porch with wooden benches, a red mailbox, and a view of a park with trees and a fence.

11. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is CA $230
CA $610 total
includes taxes & fees
Nov 13 - Nov 14
Rural & Historic Detour Escape w/ Horses On-site!
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.
View all properties

Learn more about Boonsboro

History buffs can explore the Inn BoonsBoro and South Mountain State Battlefield, both showcasing the town's rich Civil War heritage. Grab a bite at Vesta Pizzeria before hiking nearby Washington Monument State Park's trails for panoramic valley views.

See all hotels in Boonsboro
A stone tower with a staircase leading up to a door, surrounded by greenery and flags.

Top reviews in Boonsboro

A Fairfield by Marriott Inn & Suites building with a modern architectural design, featuring a prominent entrance and multiple floors.
Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown
Hagerstown

10/10 Excellent

Tout était très bien. Un seul petit,mais très petit commentaire négatif...Il y a une petite lumière dans la chambre dans le compartiment du café qui reste allumée toute la nuit.
Canada
Gilles
Reviewed September 26, 2026
Fairfield Inn & Suites by Marriott Hagerstown

Frequently Asked Questions

How much do cottages in Boonsboro cost?

Cottages in Boonsboro range between CA $105 and CA $809 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your cottage in Boonsboro with Expedia?

Reserving a cottage in Boonsboro is as easy as clicking on your travel dates and picking an ideal place for a getaway in the outdoors. From upscale retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all tastes and styles. As for unbeatable deals? We've have them as well!

How can I find cheap cottages in Boonsboro?

The best way to compare cheap cottages in Boonsboro is with Expedia's user-friendly filter tool. Refine your search results by budget, amenities and star rating to land unbeatable rates in a couple of clicks.

What is there to do in Boonsboro near my cottage?

If you want to make the most of your time in Boonsboro, check out Greenbrier State Park. It's a winner with locals and tourists alike.

Explore a world of travel with Expedia