Photo by Charlie Micheals

Dickerson Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Dickerson

Beautiful, Secluded & Private on 50-acre Estate

Barnesville
10.0 out of 10, Exceptional, (6)
"The host is wonderful! Everything you need for a quiet retreat. "
United States
Ruchi K.
The price is NZ$406
includes taxes & fees
3 Dec - 4 Dec
Beautiful, Secluded & Private on 50-acre Estate

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
10.0 out of 10, Exceptional, (61)
"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 NZ$454
includes taxes & fees
1 Dec - 2 Dec
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Hala tysons

4.0 star property
McLean
The price is NZ$631
includes taxes & fees
20 Nov - 21 Nov
Hala tysons

*Modern Condo In Downtown Frederick*

Downtown Frederick
9.4 out of 10, Exceptional, (73)
"Enjoyed the hot tub with a view!"
United States
Matthew M.
The price is NZ$463
includes taxes & fees
19 Nov - 20 Nov
*Modern Condo In Downtown Frederick*

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 NZ$668
includes taxes & fees
24 Nov - 25 Nov
Aslan's How - Cabin with Valley Views & Hot Tub!

Global Luxury Suites at Reston

4.0 star property
Reston
7.2 out of 10, Good, (25)
"Love it"
United States
Valerie
The price is NZ$239
includes taxes & fees
23 Nov - 24 Nov
Global Luxury Suites at Reston

The Wooded Retreat

2.0 star property
McLean
10.0 out of 10, Exceptional, (5)
"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 NZ$569
includes taxes & fees
19 Nov - 20 Nov
The Wooded Retreat

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 NZ$343
includes taxes & fees
19 Nov - 20 Nov
Cozy, dog-friendly, downtown

Chic, pets, walk to downtown

Frederick
10.0 out of 10, Exceptional, (13)
"Beautiful home with all desired ammenaties and very professional owners"
United States
Lawrence S.
The price is NZ$468
includes taxes & fees
19 Nov - 20 Nov
Chic, pets, walk to 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 NZ$343
includes taxes & fees
19 Nov - 20 Nov
Pet-friendly, heart of downtown

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Jefferson
9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
The price is NZ$424
includes taxes & fees
19 Nov - 20 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Lakefront Log Cabin w/ Dreamy 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 NZ$582
includes taxes & fees
1 Dec - 2 Dec
Lakefront Log Cabin w/ Dreamy Waterfront Patio!

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (19)
"Very nice property with convenient location! Within walking distance of down town. "
United States
Logan S.
The price is NZ$539
includes taxes & fees
2 Dec - 3 Dec
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

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 NZ$300
includes taxes & fees
23 Nov - 24 Nov
Cozy Pine Tree Nest

*Luxury Condo In Downtown Frederick*

Downtown Frederick
9.0 out of 10, Wonderful, (69)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is NZ$457
includes taxes & fees
23 Nov - 24 Nov
*Luxury Condo In Downtown Frederick*

6 Mi to Gambrill State Park: Family Gem w/ Patio!

3.0 star property
Frederick
The price is NZ$770
includes taxes & fees
25 Nov - 26 Nov
6 Mi to Gambrill State Park: Family Gem w/ Patio!

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
Harpers Ferry
10.0 out of 10, Exceptional, (14)
"Great spot"
China
Clara
The price is NZ$546
includes taxes & fees
19 Nov - 20 Nov
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

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 NZ$419
includes taxes & fees
3 Dec - 4 Dec
Wild Hare Cottage

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Frederick
10.0 out of 10, Exceptional, (33)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is NZ$443
includes taxes & fees
19 Nov - 20 Nov
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$239 per night. Entering your travel dates in the search wizard you might find 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?

Terra Alta - Incredible River Views and Hot Tub!: This holiday home rental outside of Dickerson is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.