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Dickerson Holiday Rentals

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Holiday Rentals in Dickerson

Log Cabin w/ Hot Tub & Waterfront Patio!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is AU$498
includes taxes & fees
10 Dec - 11 Dec
Log Cabin w/ Hot Tub & Waterfront Patio!

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.
The price is AU$574
includes taxes & fees
10 Dec - 11 Dec
Aslan's How - Cabin with Valley Views & Hot Tub!

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

Hamilton
9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is AU$596
includes taxes & fees
10 Dec - 11 Dec
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
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.
The price is AU$396
includes taxes & fees
10 Dec - 11 Dec
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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

Middletown
9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is AU$267
includes taxes & fees
10 Dec - 11 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

The Wooded Retreat

2.0 star property
McLean
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.
The price is AU$491
includes taxes & fees
10 Dec - 11 Dec
The Wooded Retreat

Aeris Suite

Sterling
9.2 out of 10, Wonderful, (11)
"Very nice place! I would definitely stay there again"
United States
Benjamin F.
The price is AU$307
includes taxes & fees
10 Dec - 11 Dec
Aeris Suite

Historic Queen Anne Family Home w Modern Comforts

Harpers Ferry
10.0 out of 10, Exceptional, (3)
"The location was great and the host was very east to communicate with."
United States
Liz B.
The price is AU$575
includes taxes & fees
10 Dec - 11 Dec
Historic Queen Anne Family Home w Modern Comforts

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.
The price is AU$349
includes taxes & fees
10 Dec - 11 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Hala tysons

4.0 star property
McLean
The price is AU$547
includes taxes & fees
11 Dec - 12 Dec
Hala tysons

Best location! Baltimore Suite @ historic 1799 Inn

Harpers Ferry
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.
The price is AU$334
includes taxes & fees
14 Dec - 15 Dec
Best location! Baltimore Suite @ historic 1799 Inn

Global Luxury Suites at Town Center

4.0 star property
Reston
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
The price is AU$292
includes taxes & fees
25 Dec - 26 Dec
Global Luxury Suites at Town Center

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry
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
The price is AU$516
includes taxes & fees
10 Dec - 11 Dec
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Wild Hare Cottage

Purcellville
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.
The price is AU$439
includes taxes & fees
11 Dec - 12 Dec
Wild Hare Cottage

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.
The price is AU$275
includes taxes & fees
30 Dec - 31 Dec
Cozy Pine Tree Nest

*Luxury Condo In Downtown Frederick*

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.
The price is AU$399
includes taxes & fees
10 Dec - 11 Dec
*Luxury Condo In Downtown Frederick*

Cozy Mountain Cabin w/ Steam Shower! Family Friendly

Harpers Ferry
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.
The price is AU$440
includes taxes & fees
10 Dec - 11 Dec
Cozy Mountain Cabin w/ Steam Shower! Family Friendly

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.
The price is AU$260
includes taxes & fees
16 Dec - 17 Dec
The Carriage House at Carrot Top Cottage

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.
The price is AU$301
includes taxes & fees
10 Dec - 11 Dec
Cozy, dog-friendly, 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
The price is AU$293
includes taxes & fees
10 Dec - 11 Dec
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 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$228 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?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Dickerson offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 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.