Photo by Charlie Micheals

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Our top choices for Dickerson cottages

1. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (27 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is AU$542
includes taxes & fees
9 Nov - 10 Nov
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

2. 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 AU$404
includes taxes & fees
10 Nov - 11 Nov
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

3. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AU$801
includes taxes & fees
9 Nov - 10 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit

4. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
The price is AU$948
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

5. Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
Darnestown
The price is AU$967
includes taxes & fees
9 Nov - 10 Nov
Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

6. 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 AU$310
includes taxes & fees
9 Nov - 10 Nov
The Carriage House at Carrot Top Cottage

7. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AU$585
includes taxes & fees
19 Nov - 20 Nov
Woodsy Retreat with a Hot Tub and Seasonal Views!

8. 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 AU$611
includes taxes & fees
16 Nov - 17 Nov
Cottage w/ Hot Tub and 100-Mile Valley Views!

9. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is AU$989
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

10. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is AU$713
includes taxes & fees
18 Nov - 19 Nov
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

11. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
The price is AU$634
includes taxes & fees
18 Nov - 19 Nov
Peaceful Lakefront Cottage with Mountain Views!

12. 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 AU$471
includes taxes & fees
12 Nov - 13 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

13. Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
Darnestown
The price is AU$911
includes taxes & fees
9 Nov - 10 Nov
Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

14. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is AU$569
includes taxes & fees
15 Nov - 16 Nov
18th Century Stone Cottage minutes from historic Middleburg

15. 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 AU$835
includes taxes & fees
7 Dec - 8 Dec
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV

16. 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 AU$960
includes taxes & fees
17 Nov - 18 Nov
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
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.

Learn more about Dickerson

Hike through Sugarloaf Mountain's scenic trails where wildflowers bloom in spring and hawks soar overhead in fall. Nearby Monocacy National Battlefield offers fascinating Civil War history with ranger-led tours explaining the 'Battle That Saved Washington.'

A dock with a sign reading "Gen. Jubal A. Early, Wheeling Ferry, Maryland."
Photo by Charlie Micheals
Open Photo by Charlie Micheals

Top reviews in Dickerson

Frequently Asked Questions

What is there to do in Dickerson near my cottage?

Once you've unpacked your suitcases, venture out and discover the awesome things Dickerson has for you to experience. Sugarloaf Mountain Vineyard is a popular attraction to add to your must-do list.

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