Lodging Image

Search Vacation Homes in Dickerson

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Dickerson vacation homes

1. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (40 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AED 519
AED 1,104 total
includes taxes & fees
19 Nov - 20 Nov
Leesburg Hideaway- King Bed + Private Backyard

2. 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, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AED 367
AED 903 total
includes taxes & fees
15 Nov - 16 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

3. Stylish Studio with Kitchenette

Stylish Studio with Kitchenette
Sterling
10.0 out of 10, Exceptional, (1 review)
"Very organized and had tons of quality of life features."
United States
Hunter J.
The price is AED 349
AED 636 total
includes taxes & fees
6 Dec - 7 Dec
Stylish Studio with Kitchenette

4. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
United States
Kathy S.
Perfect 2-bedroom Treetop Bungalow Treehouse

5. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveler
The price is AED 461
AED 825 total
includes taxes & fees
17 Nov - 18 Nov
Dog-Friendly | Hiking| Tubing near Harpers Ferry

6. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (149 reviews)
"Great location. Amenities were perfect for a little bit of an extended stay. Definitely will come back in the future"
United States
Dave T.
The price is AED 367
AED 927 total
includes taxes & fees
6 Dec - 7 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

7. Pleasant Hills Farm Guest Cottage (Farmstay)

Pleasant Hills Farm Guest Cottage (Farmstay)
Darnestown
10.0 out of 10, Exceptional, (1 review)
"Beautiful property and neighborhood, with lovely view of fields and pastures. House was lovely, clean, comfortable, had everything to make our stay comfortable. Hosts and owners were very hospitable and accommodating."
United States
Vicki W.
Pleasant Hills Farm Guest Cottage (Farmstay)

8. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Very clean, larger unit than expected. Very comfortable and close to many shops and restaurants. Would highly recommend! We had a wonderful stay."
United States
Tyler W.
The price is AED 737
AED 1,757 total
includes taxes & fees
14 Dec - 15 Dec
Downtown Retreat with 2 Primary Suites

9. The Cedars a local masterpiece in charming Poolesville

The Cedars a local masterpiece in charming Poolesville
Poolesville
10.0 out of 10, Exceptional, (1 review)
"The house was perfect for a weekend away with my finance and dog. We had a wedding in Potomac, and this house was the perfect location. Quiet back roads but only a few minutes to grocery stores and food options. Great backyard and fire pit. The host was super quick with communication. We would definitely stay here again."
United States
Hope A.
The Cedars a local masterpiece in charming Poolesville

10. 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)
"Great location in a great town!"
United States
Gigi D.
The price is AED 960
AED 2,043 total
includes taxes & fees
18 Nov - 19 Nov
Historic Downtown Home with Fire Pit

11. Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (162 reviews)
"Great little spot!"
United States
Shelby W.
The price is AED 551
AED 1,184 total
includes taxes & fees
13 Dec - 14 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

12. 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, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
Renovated 3B/3B Home | Downtown | Private Fire Pit

13. 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, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
United States
Renee L.
The price is AED 1,214
AED 1,967 total
includes taxes & fees
3 Dec - 4 Dec
Storybook cottage on Leesburg's most historic block — walk to everything

14. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is AED 960
AED 2,043 total
includes taxes & fees
16 Nov - 17 Nov
Downtown Cottage with Fire Pit

15. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is AED 828
AED 1,717 total
includes taxes & fees
16 Nov - 17 Nov
Retreat in Historic Downtown Leesburg - Walkable to Everything!

16. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (102 reviews)
"Very convenient location with parking. Prompt communication with owner. However it needs a good deep clean. My towels were used and muddy like the workmen fixing the deck had just showered there. But I would stay there again if necessary."
United States
Jessica
The price is AED 602
AED 1,245 total
includes taxes & fees
14 Dec - 15 Dec
Luxury Condo In Downtown Frederick

17. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
Charming Cottage, Walk to Downtown, Porch Swings

18. Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village

Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village
Gaithersburg
9.2 out of 10, Wonderful, (5 reviews)
"Loved the place! Clean, comfy, and Emmanuel was awesome to deal with. Will definitely be looking to stay again!"
United States
Tom S.
The price is AED 496
AED 1,283 total
includes taxes & fees
16 Nov - 17 Nov
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village

19. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is AED 782
AED 1,748 total
includes taxes & fees
14 Dec - 15 Dec
Newly constructed 6 bedroom home

20. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (13 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is AED 625
AED 1,460 total
includes taxes & fees
15 Nov - 16 Nov
New townhouse
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