A dock with a sign reading "Gen. Jubal A. Early, Wheeling Ferry, Maryland."

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Dickerson holiday homes

A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

1. 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, (72 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is £225
includes taxes & fees
30 Aug - 31 Aug
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

2. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (37 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is £226
includes taxes & fees
27 Aug - 28 Aug
Leesburg Hideaway- King Bed + Private Backyard
A sectional sofa with a storage ottoman, a large potted plant, and a lamp.

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 £141
includes taxes & fees
23 Sept - 24 Sept
Stylish Studio with Kitchenette
A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.

4. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
The price is £207
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

5. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (2 reviews)
"The treehouse was gorgeous! Beautifully decorated and well appointed with everything we needed for a restful weekend. Looking forward to booking it again!"
United States
Tara A.
The price is £298
includes taxes & fees
27 Aug - 28 Aug
Perfect 2-bedroom Treetop Bungalow Treehouse
A park with a pond, a bridge, and a church in the background.

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
9.4 out of 10, Exceptional, (134 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveller
The price is £212
includes taxes & fees
30 Aug - 31 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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, (73 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is £294
includes taxes & fees
31 Aug - 1 Sept
Storybook cottage on Leesburg's most historic block — walk to everything
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

8. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (51 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is £213
includes taxes & fees
27 Aug - 28 Aug
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern kitchen with stainless steel appliances, grey cabinetry, and a black rug.

9. 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.
The price is £281
includes taxes & fees
30 Aug - 31 Aug
Charming Cottage, Walk to Downtown, Porch Swings
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

10. 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, (24 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is £349
includes taxes & fees
26 Aug - 27 Aug
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a stove, and a stained glass pendant light.

11. The Gold Room/Spacious Victorian Inn

The Gold Room/Spacious Victorian Inn
Gaithersburg
8.0 out of 10, Very good, (1 review)
"The apartment was very interesting, vintage fun, lovely and well furnished. There was some noise during the night we had to deal with."
United States
Glenn C.
The price is £100
includes taxes & fees
30 Aug - 31 Aug
The Gold Room/Spacious Victorian Inn
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

12. Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (120 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is £128
includes taxes & fees
30 Aug - 31 Aug
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A modern kitchen with grey cabinets, a central island, and pendant lighting.

13. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"The host and property was everything we needed."
United States
Christopher D.
The price is £278
includes taxes & fees
21 Sept - 22 Sept
Luxury Condo In Downtown Frederick
A modern kitchen with green cabinets, stainless steel appliances, and a white countertop.

14. 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
9.0 out of 10, Wonderful, (4 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 £268
includes taxes & fees
1 Sept - 2 Sept
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

15. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (20 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 £354
includes taxes & fees
3 Sept - 4 Sept
Newly constructed 6 bedroom home
A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

16. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
The price is £324
includes taxes & fees
26 Aug - 27 Aug
Downtown Retreat with 2 Primary Suites
A modern kitchen with a central island, two bar stools, a stone fireplace, and a flat-screen TV mounted above the island.

17. Pleasant Hills Farm Guest Cottage (Farm Stay just 20 mins to Washington DC)

Pleasant Hills Farm Guest Cottage (Farm Stay just 20 mins to Washington DC)
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.
The price is £417
includes taxes & fees
2 Sept - 3 Sept
Pleasant Hills Farm Guest Cottage (Farm Stay just 20 mins to Washington DC)
A hot tub in a forested area with a rocky ground and trees.

18. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is £267
includes taxes & fees
27 Aug - 28 Aug
The Blue Jay | New House in the Woods w/ Hot Tub
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is £267
includes taxes & fees
2 Sept - 3 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown
A living room with a stone fireplace, a gray sofa with patterned cushions, and wooden flooring.

20. Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
9.6 out of 10, Exceptional, (111 reviews)
"Wonderful place to stay. Comfotable beds and big enough for a large crowd. The property owners are incredibly kind and responsive. Our family loved our stay. "
United States
Jenn C.
The price is £283
includes taxes & fees
26 Aug - 27 Aug
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
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

Embassy Suites by Hilton Bethesda Washington DC

Embassy Suites by Hilton Bethesda Washington DC

10/10 Excellent
"Friendly staff, secured parking, great breakfast omelettes and good location."
Estella 3-night trip
Posted 5 hours ago
Embassy Suites by Hilton Bethesda Washington DC

Find out more about Dickerson

Dickerson Holiday Homes information

Number of reviews
931
Accommodation
424 Holiday Homes
Lowest Price
£100
Highest Price
£417