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Dickerson Vacation Rentals

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Our top choices for Dickerson vacation rentals

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.
The price is CA $288
CA $371 total
includes taxes & fees
Oct 28 - Oct 29
Beautiful, Secluded & Private on 50-acre Estate

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.
The price is CA $119
CA $317 total
includes taxes & fees
Oct 25 - Oct 26
Studio apartment at Sugarloaf Log House

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 traveller
The price is CA $105
CA $118 total
includes taxes & fees
Nov 5 - Nov 6
2 Full Beds | Non-Smoking, Kitchen

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.
The price is CA $236
CA $424 total
includes taxes & fees
Oct 20 - Oct 21
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

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.
The price is CA $191
CA $437 total
includes taxes & fees
Oct 19 - Oct 20
Leesburg Hideaway- King Bed + Private Backyard

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
The price is CA $578
CA $964 total
includes taxes & fees
Oct 22 - Oct 23
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

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
The price is CA $380
CA $684 total
includes taxes & fees
Oct 19 - Oct 20
Storybook cottage on Leesburg's most historic block — walk to everything

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 traveller
The price is CA $125
CA $141 total
includes taxes & fees
Oct 22 - Oct 23
2 Queen Beds |Non-Smoking, Kitchen

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

Pleasant Cozy Airstream with Amazing Stargaze and Farm Views in Maryland
Darnestown
The price is CA $208
CA $260 total
includes taxes & fees
Oct 28 - Oct 29
Pleasant Cozy Airstream with Amazing Stargaze and Farm Views in Maryland

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.
The price is CA $163
CA $284 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful, Historic, Hiking, Biking and C&O Canal

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.
The price is CA $134
CA $360 total
includes taxes & fees
Oct 18 - Oct 19
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

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
The price is CA $140
CA $253 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Getaway near Harper`s Ferry, C&O & Potomac

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
The price is CA $187
CA $351 total
includes taxes & fees
Oct 18 - Oct 19
Historic Getaway near C&O Canal, hiking and biking

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

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.
The price is CA $318
CA $559 total
includes taxes & fees
Oct 30 - Oct 31
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

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 traveller
The price is CA $107
CA $121 total
includes taxes & fees
Oct 26 - Oct 27
1 Queen Bed | ADA/RI Shower/Non-Smoking/Kitchen

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.
The price is CA $353
CA $811 total
includes taxes & fees
Oct 27 - Oct 28
Historic Downtown Home with Fire Pit

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 traveller
The price is CA $99
CA $112 total
includes taxes & fees
Nov 8 - Nov 9
1 King Bed | Non-Smoking, Kitchen, Shower

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.
The price is CA $343
CA $791 total
includes taxes & fees
Nov 2 - Nov 3
Renovated 3B/3B Home | Downtown | Private Fire Pit

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.
The price is CA $236
CA $484 total
includes taxes & fees
Oct 19 - Oct 20
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

Find out more about Dickerson

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dickerson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.