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Dickerson Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Dickerson vacation rentals

A rectangular pool with a stone edge, surrounded by grass and trees with autumn foliage.

1. Beautiful, Secluded & Private on 50-acre Estate

Beautiful, Secluded & Private on 50-acre Estate
Barnesville
9.8 out of 10, Exceptional, (33 reviews)
"Fantastic location. Beautiful grounds and deep in nature but close to D.C. and great dinning and activities."
United States
Stephanie L.
$229 nightly
The price is $259
Oct 28 - Oct 29
Total with taxes and fees
Beautiful, Secluded & Private on 50-acre Estate
A log cabin interior with a dining area, a sofa, a television, a fireplace, and a bed.

2. Studio apartment at Sugarloaf Log House

Studio apartment at Sugarloaf Log House
Dickerson
9.8 out of 10, Exceptional, (34 reviews)
"Very quiet and peaceful"
United States
James B.
$212 nightly
The price is $222
Oct 25 - Oct 26
Total with taxes and fees
Studio apartment at Sugarloaf Log House
A hotel room with two beds, a kitchenette, a dining table, and a framed picture on the wall.

3. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Germantown
10.0 out of 10, Exceptional, (43 reviews)
"Everything was nice"
United States
Anonymous traveler
$74 nightly
The price is $83
Nov 8 - Nov 9
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A hammock, wicker chairs, and a view of trees through a geodesic dome structure.

4. Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
9.0 out of 10, Wonderful, (14 reviews)
"Great location and very responsive hosts. I loved the peaceful feel of the dome surrounded by woods."
United States
Anastasia M.
$269 nightly
The price is $298
Oct 20 - Oct 21
Total with taxes and fees
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

5. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
$267 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
Leesburg Hideaway- King Bed + Private Backyard
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

6. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
$591 nightly
The price is $679
Oct 22 - Oct 23
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

7. Storybook cottage on Leesburg's most historic block — walk to everything

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (77 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
$418 nightly
The price is $481
Oct 19 - Oct 20
Total with taxes and fees
Storybook cottage on Leesburg's most historic block — walk to everything
A hotel room with two beds, a shower, a green accent wall, and a framed picture on the wall.

8. 2 Queen Beds |Non-Smoking, Kitchen

2 Queen Beds |Non-Smoking, Kitchen
Germantown
10.0 out of 10, Exceptional, (50 reviews)
"Good place to stay"
United States
Anonymous traveler
$88 nightly
The price is $100
Nov 8 - Nov 9
Total with taxes and fees
2 Queen Beds |Non-Smoking, Kitchen
Interior

9. Pleasant Cozy Airstream with Amazing Stargaze and Farm Views in Maryland

Pleasant Cozy Airstream with Amazing Stargaze and Farm Views in Maryland
Darnestown
$168 nightly
The price is $185
Oct 19 - Oct 20
Total with taxes and fees
Pleasant Cozy Airstream with Amazing Stargaze and Farm Views in Maryland
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

10. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
$189 nightly
The price is $200
Oct 19 - Oct 20
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

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

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
$237 nightly
The price is $251
Oct 18 - Oct 19
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

12. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (70 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
$170 nightly
The price is $180
Oct 19 - Oct 20
Total with taxes and fees
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A two-story house with a porch decorated with string lights and garlands.

13. Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.8 out of 10, Exceptional, (13 reviews)
"Very friendly host who made communications easy. We left our iPad behind and they called us right away. The apartment was large, beds were comfortable, and the bathroom renovation was beautiful with a great shower. It is about a block from the C&O trail plus free parking on the property."
United States
Kelly
$236 nightly
The price is $250
Oct 18 - Oct 19
Total with taxes and fees
Historic Getaway near C&O Canal, hiking and biking
A storefront with a large glass window, a wooden door, and a brick sidewalk.

14. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (13 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (26 reviews)
"Fun place to stay!!!"
United States
Theresa R.
$347 nightly
The price is $396
Oct 19 - Oct 20
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

16. 1 Queen Bed | ADA/RI Shower/Non-Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Non-Smoking/Kitchen
Germantown
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay"
United States
Anonymous traveler
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Non-Smoking/Kitchen
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

17. Historic Downtown Home with Fire Pit

Historic Downtown Home with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
$495 nightly
The price is $551
Oct 27 - Oct 28
Total with taxes and fees
Historic Downtown Home with Fire Pit
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

18. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Germantown
10.0 out of 10, Exceptional, (48 reviews)
"Love staying here!"
United States
Anonymous traveler
$70 nightly
The price is $79
Nov 8 - Nov 9
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

19. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
$502 nightly
The price is $559
Nov 2 - Nov 3
Total with taxes and fees
Renovated 3B/3B Home | Downtown | Private Fire Pit
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

20. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (105 reviews)
"The place was conveniently located within walking distance to downtown. Place was clean with parking space in back. Had a great stay."
United States
jeff h.
$320 nightly
The price is $339
Oct 19 - Oct 20
Total with taxes and fees
Modern Condo Right off Market Street
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

Archer Hotel Tysons

Archer Hotel Tysons

10/10 Excellent
"Wonderful experience, will definitely go back!"
Kiana 2-night trip
Posted 3 hours ago
Archer Hotel Tysons

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 $138 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.

Explore a world of travel with Expedia

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?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: Visitors like this Dickerson vacation home rental. It is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Dickerson?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Dickerson stay.

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 Monocacy Natural Resource Management Area 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.