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Dickerson Vacation Rentals

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Our top choices for Dickerson vacation rentals

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
$302 nightly
The price is $336
Dec 14 - Dec 15
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
2.0 star property
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 14 - Dec 15
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
$325 nightly
The price is $371
Dec 14 - Dec 15
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
10.0 out of 10, Exceptional, (62)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
$251 nightly
The price is $266
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
$180 nightly
The price is $191
Dec 15 - Dec 16
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vacation Home in McLean

The Wooded Retreat
2.0 star property
9.4 out of 10, Exceptional, (6)
"Honestly the vrbo was excellent, the host was communicative, the kitchen was excellent and the tv was immaculate the view from the back was to die for i loved seeing morning deer"
United States
Taylor G.
$285 nightly
The price is $328
Dec 20 - Dec 21
Total with taxes and fees
The Wooded Retreat

Vacation Home in Sterling

Aeris Suite
9.2 out of 10, Wonderful, (11)
"Very nice place! I would definitely stay there again"
United States
Benjamin F.
$174 nightly
The price is $198
Dec 13 - Dec 14
Total with taxes and fees
Aeris Suite
10.0 out of 10, Exceptional, (3)
"The location was great and the host was very east to communicate with."
United States
Liz B.
$351 nightly
The price is $381
Dec 15 - Dec 16
Total with taxes and fees
Historic Queen Anne Family Home w Modern Comforts
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
$232 nightly
The price is $246
Dec 14 - Dec 15
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown

Aparthotel in McLean

Hala tysons
4.0 star property
$345 nightly
The price is $366
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hala tysons
9.6 out of 10, Exceptional, (11)
"Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future."
United States
Andrew R.
$198 nightly
The price is $221
Dec 14 - Dec 15
Total with taxes and fees
Best location! Baltimore Suite @ historic 1799 Inn
4.0 star property
9.2 out of 10, Wonderful, (7)
"The location was perfect for walking to the Metro and places to eat. It felt very safe, even walking at night. We enjoyed being so close to the Washington and Old Dominion Trail and rented bikes from a nearby Capital Bikeshare station to explore. One thing that was confusing is the check in—you need to fill out a form online with your personal details before check in. Upon arrival, press “Leasing Office” on the door pad to call the front desk to be let in. We arrived at night and were confused...
United States
Amelia
$146 nightly
The price is $168
Dec 12 - Dec 13
Total with taxes and fees
Global Luxury Suites at Town Center
9.0 out of 10, Wonderful, (28)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
$307 nightly
The price is $331
Dec 15 - Dec 16
Total with taxes and fees
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Cottage in Purcellville

Wild Hare Cottage
10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
$191 nightly
The price is $218
Dec 17 - Dec 18
Total with taxes and fees
Wild Hare Cottage

Apartment in Frederick

Cozy Pine Tree Nest
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

Vacation Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (71)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
$245 nightly
The price is $260
Dec 14 - Dec 15
Total with taxes and fees
*Luxury Condo In Downtown Frederick*
10.0 out of 10, Exceptional, (81)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
$279 nightly
The price is $310
Dec 15 - Dec 16
Total with taxes and fees
Cozy Mountain Cabin w/ Steam Shower! Family Friendly
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 16 - Dec 17
Total with taxes and fees
The Carriage House at Carrot Top Cottage

Apartment in Frederick

Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
$184 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Cozy, dog-friendly, downtown

Apartment in Frederick

Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (6)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
$179 nightly
The price is $190
Dec 16 - Dec 17
Total with taxes and fees
Pet-friendly, heart of downtown
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 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 Dickerson 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 Dickerson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dickerson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Dickerson 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 $164 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 Dickerson rentals

At Expedia, we put the best Dickerson 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 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 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 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 vacation rental in Dickerson?

Yes, you can find vacation rentals near well known local attractions in Dickerson, or you can choose a more remote option if you're looking for relaxation. Dickerson is known for its mountain views and riverfront.

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

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings: Visitors like this Dickerson vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Chesapeake and Ohio Canal are other places worth a visit.

What’s a vacation rental in Dickerson like?

Vacation rentals are privately owned properties you can book for a long or short time in Dickerson. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for families.