Photo by Charlie Micheals

Dickerson Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Dickerson

Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
10.0 out of 10, Exceptional, (28)
"We loved our one night stay at this cozy cabin, the steam shower was amazing. Definitely recommend!"
The price is AU$499
includes taxes & fees
22 May - 23 May
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
Property grounds
Private & Roomy 2 Bedrooms w/En Suite Bath, Separate Entry & Off Street Parking
10.0 out of 10, Exceptional, (51)
"Our stay here was comfortable and relaxing. Its great to be so near the city, but be able to escape the noise when its time to relax. This home was in a beautiful area. We had our own private entrance and all the conveniences we needed for a 4-night stay."
Private & Roomy 2 Bedrooms w/En Suite Bath, Separate Entry & Off Street Parking
Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (61)
"Wonderful cabin with all you could need. Fantastic location to many many attractions activities, especially if you enjoy history. Cabin is so cozy and the decorations are real enjoyable and every where you look is something you didn't see before. Host was terrific to work with and helpul. Resetve a visit you will not regret it."
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Save an average of 15% on thousands of hotels when you're signed in
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is AU$590
includes taxes & fees
9 June - 10 June
18th Century Stone Cottage minutes from historic Middleburg
Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (14)
"We had a good stay. We especially enjoyed the deck with gas fire pit and grill. The location is convenient to Harper's Ferry sites. This was our 29th vrbo booking. The kitchen could use some simple additions to make it easier to prepare and eat meals: large serving/mixing/salad bowls, more plates and bowls, mirrors and waste baskets in the bedrooms, more hooks or towel racks in the bathroom."
Waterfront property in Harpers Ferry - Private River Access
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (92)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Property grounds
Insta Worthy Mountain Views
10.0 out of 10, Exceptional, (6)
"This house is absolutely beautiful! I'm top of that, it has incredible views. We had a large family gathering here, and my family had such a wonderful time - whether we were sitting together on the deck, eating around the large table, enjoying the hot tub, or sitting and talking in the living room on the large and comfortable couch, it all was amazing. The house is large and cozy, and we were able to relax. We also had a fun time going into Harper's Ferry, visiting the local shops, and going all...
The price is AU$1,484
includes taxes & fees
21 May - 22 May
Insta Worthy Mountain Views
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (99)
"Very clean and well-kept house!"
The price is AU$381
includes taxes & fees
21 May - 22 May
Charming "Cream of the Crop" Cape ~❤️of Middletown
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (227)
"Great property next to a great brewery"
Breathtaking views with an indoor private pool, come escape with us
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Interior
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (39)
"Very clean property. We enjoyed the elevated deck and timed our trip for some great bird watching. Amazing westward views. Even got to see a thunderstorm roll in. Saw deer and fox in the backyard doing their thing. We had no trouble but the driveway is steep."
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Smart TV, books
Garden Apartment Retreat
9.8 out of 10, Exceptional, (12)
"The place was extremely clean, and the host was very accommodating."
Garden Apartment Retreat
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.6 out of 10, Exceptional, (55)
"It was farther from Harper’s Ferry then I expected. However to location was beautiful."
The price is AU$334
includes taxes & fees
2 June - 3 June
Riverside cottage, minutes from historic Harpers Ferry; private river access!
TV, fireplace
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (80)
"Nice, adequately furnished "old" house. It was within walking distance of downtown and several restaurants. Various sights to see and things to do in the area,including The Washington monument on the Appalachian trail and some Civil War sights."
The price is AU$300
includes taxes & fees
21 May - 22 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Property grounds
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, (8)
"This was a great place for the family to use as a home base while we explored the Harper’s ferry area. No complaints, would definitely stay again."
The price is AU$737
includes taxes & fees
2 June - 3 June
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Smart TV, fireplace
Cozy Cabin Hidden Away on a Lake!
9.6 out of 10, Exceptional, (32)
"My family and I stayed at the cabin for my husband’s birthday. We had a great time. The cabin was clean and well-equipped with everything we needed. You can’t beat the location and amenities. Owners were very thorough, informative and detailed which I appreciated."
The price is AU$1,136
includes taxes & fees
10 June - 11 June
Cozy Cabin Hidden Away on a Lake!
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (104)
"Sweet place! We brought out dog, and it felt like a second home - safe, beautiful, and easy."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Don't see what you're looking for?
See all available properties in Dickerson
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.

Other types of properties in Dickerson you may be interested in

Lobby
Embassy Suites by Hilton Bethesda Washington DC
3.5 star property
9.2 out of 10, Wonderful, (1412)
"Good location, nice staff, east parking"
The price is AU$271
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Bethesda Washington DC
Exterior
Embassy Suites by Hilton Tysons Corner
3.5 star property
8.6 out of 10, Excellent, (1750)
"Very nice location "
The price is AU$192
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Tysons Corner
Lobby
Hilton Garden Inn Bethesda Downtown
3.0 star property
8.2 out of 10, Very good, (1012)
"The only inconvience was that was under construction so no restaurant downstairs. But centrallocation allowed short walk to cafe shop and restaurant."
The price is AU$176
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Bethesda 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.

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$155 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?

Breathtaking views with an indoor private pool, come escape with us: This holiday home rental outside of Dickerson is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 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 balcony, a garden and a selection of games 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, Chesapeake and Ohio Canal National Historic Park 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.

Recent reviews of Dickerson properties
Expedia verified reviews