Dickerson Holiday Rentals

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Our top choices for Dickerson holiday rentals

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, (114 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is AU$322
includes taxes & fees
12 May - 13 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is AU$381
includes taxes & fees
4 May - 5 May
Charming "Cream of the Crop" Cape ~❤️of Middletown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is AU$289
includes taxes & fees
3 May - 4 May
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (20 reviews)
"House was very clean and the hosts were responsive and very nice! Great place for a quiet weekend getaway. "
United States
Nicole H.
The price is AU$523
includes taxes & fees
19 May - 20 May
Log Cabin w/ Hot Tub & Waterfront Patio!

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is AU$284
includes taxes & fees
5 May - 6 May
Pet-friendly, heart of downtown

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, (21 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AU$521
includes taxes & fees
4 May - 5 May
Cottage w/ Hot Tub and 100-Mile Valley Views!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (88 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is AU$463
includes taxes & fees
6 May - 7 May
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (34 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is AU$521
includes taxes & fees
6 May - 7 May
Rebels Rest - Cabin with Enchanting Sunset Views!

Cozy cabin w/hot tub & game room

Cozy cabin w/hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is AU$449
includes taxes & fees
4 May - 5 May
Cozy cabin w/hot tub & game room

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.6 out of 10, Exceptional, (45 reviews)
"The house was great, clean, beautiful setting."
United States
Brandon M.
The price is AU$492
includes taxes & fees
6 May - 7 May
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (28 reviews)
"Great location, clean place. "
United States
Warren B.
The price is AU$288
includes taxes & fees
5 May - 6 May
Cozy, dog-friendly, downtown

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Great kitchen, very comfortable beds. Well air conditioned."
United States
Whitney C.
The price is AU$365
includes taxes & fees
4 May - 5 May
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

The Wooded Retreat

The Wooded Retreat
McLean
9.6 out of 10, Exceptional, (7 reviews)
"Great stay, clean and well decorated, quiet area, owner communicated well. Would consider staying here again."
United States
David M.
The price is AU$487
includes taxes & fees
12 May - 13 May
The Wooded Retreat

Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (7 reviews)
"Host was very responsive before and during my stay. Apartment is beautifully appointed and has all the amenities you need for a great weekend stay!!"
United States
lizbeth g.
The price is AU$362
includes taxes & fees
1 June - 2 June
Huge 1br apt, baby-friendly, dogs, walkable downtown

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (67 reviews)
"Very quiet cabin. Nicely situated between Charles Town and Harper’s Ferry. "
United States
Kelly R.
The price is AU$509
includes taxes & fees
7 May - 8 May
Blue Ridge Getaway - Sunset Views, A.T. Access

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (36 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is AU$543
includes taxes & fees
7 May - 8 May
Secluded Cabin a Stone's Throw From the A.T.!

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (57 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is AU$252
includes taxes & fees
4 May - 5 May
Cozy Getaway near Harper`s Ferry, C&O & Potomac

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (36 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is AU$491
includes taxes & fees
20 May - 21 May
Antietam Look Out - Incredible Sunset Views!

Secluded cabin w/hot tub, deck & dog-friendly

Secluded cabin w/hot tub, deck & dog-friendly
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is AU$485
includes taxes & fees
4 May - 5 May
Secluded cabin w/hot tub, deck & dog-friendly

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is AU$620
includes taxes & fees
5 May - 6 May
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
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 Dickerson Hotel Reviews

Find out more about Dickerson

Everything you need to know about Dickerson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dickerson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Dickerson holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dickerson holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickerson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dickerson holiday rentals we have selected for you start as low as AU$241 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dickerson rentals

At Expedia, we put the best Dickerson holiday 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 Dickerson 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 Dickerson holiday.

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

Frequently asked questions

Can I find a holiday rental in Dickerson?

Yes, there are holiday rentals close to the most popular sights in Dickerson, or you can select a more secluded option if you're looking for a relaxing stay. Dickerson is known for its mountain views and riverfront.

What are some of the best holiday rentals that Dickerson has to offer?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This holiday home rental outside of Dickerson offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Dickerson?

Sugarloaf Mountain Park and Potomac River are a couple of lovely local spots to get outside and enjoy nature. While here, Sugarloaf Mountain Vineyard and Catoctin Valley are other places worth a visit.

What’s a holiday rental in Dickerson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dickerson. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.