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Top 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, (26)
"My husband and I stayed here and had a blast. The place was great, host was very communicative, and the location was great for harpers ferry, hiking, and wineries and breweries. We would definitely stay here again and may bring the kiddo next time."
The price is £266
includes taxes & fees
20 May - 21 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, (50)
"This is a wonderful location that was very well kept. The property is very quiet and the grounds were beautiful! The beds were very comfortable. We really enjoyed our stay. Hugh also left some great restaurant recommendations! We easily drove to the metro daily to head into DC. We will definitely come back! Thank you!"
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, (59)
"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
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Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (12)
"We had an amazing stay at this property. The beds are way comfortable. The deck with fire pit allows you to have relaxing evenings.🔥 Would definitely stay again next time we are in the area."
Waterfront property in Harpers Ferry - Private River Access
Property grounds
Insta Worthy Mountain Views
10.0 out of 10, Exceptional, (5)
"Spacious and clean, gorgeous cabin with an amazing view! The bathrooms and kitchen were well equipped with all that we needed. About 40 minutes from harpers ferry but didn’t have any need to leave the property!"
The price is £793
includes taxes & fees
5 May - 6 May
Insta Worthy Mountain Views
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (91)
"This historic home is full of historical architecture while containing modern updates. The convenient location to Harper’s Ferry and food establishments across the street could not be beat. Those who have an affection for trains will enjoy the day and night rumblings and horns of trains going through the historic downtown area."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (224)
"Our group did not want to leave! It was a great space, large enough to host friends and family (we had 13 staying in the house) for a birthday celebration. Having the pool, hot tub, gym and spa, as well as a full kitchen, spacious deck with gorgeous views and a backyard equipped with a firepit and space for yard games made it easy for everyone to find something to do while at the house. And, its convenient proximity to Bear Chase Brewery, local hiking trails and short drive to other breweries,...
Breathtaking views with an indoor private pool, come escape with us
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is £179
includes taxes & fees
6 May - 7 May
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Interior
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (37)
"It was great to wake up to the beautiful views and look across the valley while in the hot tub. My older parents really enjoyed their visit here for a family get away."
The price is £378
includes taxes & fees
9 May - 10 May
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (82)
"We stayed with our family for the weekend attending a wedding at the property across the street. The home was beautiful and clean. We loved the views and closeness to the winery next door. Hosts were great and very helpful!"
Gruner Bungalow at Otium Cellars
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (43)
"We had a great stay at Terra Alta. Everything was super clean upon arrival, communication through Mountain Mama was fantastic and very helpful. The views from the house are amazing. We visited the local wineries and breweries, and then ended each night in the hot tub. Would absolutely recommend Terra Alta and any property manager by Mountain Mama in the future."
Terra Alta - Incredible River Views and Hot Tub!
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!
TV, fireplace
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (79)
"Great place to stay even for an overnight like we did. The bed was comfortable and clean. Great host with specific details anout the property and our stay plus great hpuse rules. Would definitely recommend to others."
The price is £182
includes taxes & fees
6 May - 7 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Exterior
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.6 out of 10, Exceptional, (4)
"What a beautiful apartment, close to wine country and in beautiful surroundings. Very modern finishes and beautifully decorated with attention to detail, fully equipped kitchen, outdoor patio. We were two couples so the two bedroom, two bathroom was a perfect arrangement. We also enjoyed the property with sunset views from barn. Very convenient to wineries and hosts were hospitable and responsive!"
The price is £424
includes taxes & fees
5 May - 6 May
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
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."
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 £455
includes taxes & fees
9 May - 10 May
Cozy Cabin Hidden Away on a Lake!
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (103)
"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
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.4 out of 10, Exceptional, (6)
"The hosts received a notice that we had lost heat at the house. We actually did not, but they were out the next morning to check the furnace and brought two space heaters we did not have to use. Really enjoyed our stay."
Charming Home with Yard Near Shenandoah River!
Property grounds
Nice Quiet Family Home
9.4 out of 10, Exceptional, (60)
"As several of the listings attest to, this house is well set up for reunions—many beds, couches and ample parking. If you are looking to be in Maryland close to Bethesda or a reasonable distance to DC the location is very good. The neighborhood is quiet and good for a nice morning walk. One key for a large group is not ideal; a keypad would probably go a long way."
Nice Quiet Family Home
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (96)
"A perfect location in Frederick. The Carroll Creek Canal is right behind the house and is beautifull! Aaron gave us excellent recommendations as to where to visit and eat. The house is older but clean, tidy and comfortable. We did use the kitchen to cook and gave Aaron a few pointers to improve what he had for utensils. Overall, I would come back again. Thanks Aaron"
The price is £256
includes taxes & fees
19 May - 20 May
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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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
9.0 out of 10, Wonderful, (1361)
"Everything was good "
The price is £145
includes taxes & fees
28 May - 29 May
Embassy Suites by Hilton Bethesda Washington DC
Lobby
Hyatt Regency Bethesda
4.0 star property
8.8 out of 10, Excellent, (1078)
"The convenience of having the DC metro in such close proximity was awesome!"
The price is £108
includes taxes & fees
4 May - 5 May
Hyatt Regency Bethesda
Exterior
Embassy Suites by Hilton Tysons Corner
3.5 star property
8.6 out of 10, Excellent, (1691)
"My wife and I drive down from NJ every year for follow up appointments at a local Dental facility (G4 by Golpa), What we have learned is there is no place we rather stay when we drive down than the Embassy Suites by Hilton Tysons Corner. The room is great, the service is excellent, and the breakfast is excellent as well. We will be booking here on every trip to Tysons Corner VA! 4 stays and 4 excellent experiences!"
The price is £103
includes taxes & fees
24 May - 25 May
Embassy Suites by Hilton Tysons Corner
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, apart-hotels, 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 £179 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?

Stunning 3-bedroom townhouse with a beautiful backyard Luxury stay: This holiday home rental outside of Dickerson offers an outdoor pool, a garden and air conditioning 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. Make the most of games in this rental home to help you unwind.

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 and Sugarloaf Mountain Vineyard 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

Archer Hotel Tysons

Archer Hotel Tysons

5/5 Excellent
NY Rangers fans love Archer Hotels!
"We loved our stay at Archer Tysons. The staff was so attentive. Especially Filomena, our housekeeper. She was kind, extra caring, and sweet. Our stay was fantastic. The room was immaculate and comfortable. The valet service was terrific. We didn't have to wait for anything - speedy service, everyone held doors for us when we entered or exited the building. We will stay with Archer again on our next adventure."
A verified traveller stayed at Archer Hotel Tysons
Posted 2 days ago
Archer Hotel Tysons