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Holiday Homes in Dickerson

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Dickerson holiday homes

A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

1. 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.
Leesburg Hideaway- King Bed + Private Backyard
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

2. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
Perfect 2-bedroom Treetop Bungalow Treehouse
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

3. 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 €232
includes taxes & fees
12 Oct - 13 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A sectional sofa with a storage ottoman, a large potted plant, and a lamp.

4. 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.
Stylish Studio with Kitchenette
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

5. 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, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern kitchen with a central island, two bar stools, a stone fireplace, and a flat-screen TV mounted above the island.

6. 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.
The price is €512
includes taxes & fees
11 Oct - 12 Oct
Pleasant Hills Farm Guest Cottage (Farmstay)
A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

7. 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.
Downtown Retreat with 2 Primary Suites
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

8. 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 €531
includes taxes & fees
14 Oct - 15 Oct
Renovated 3B/3B Home | Downtown | Private Fire Pit
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

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

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (29 reviews)
The price is €497
includes taxes & fees
11 Oct - 12 Oct
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

10. 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 €450
includes taxes & fees
27 Oct - 28 Oct
Downtown Cottage with Fire Pit
A kitchen with large windows, a sink, and a refrigerator.

11. 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 price is €508
includes taxes & fees
1 Nov - 2 Nov
The Cedars a local masterpiece in charming Poolesville
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

12. 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, (76 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
Storybook cottage on Leesburg's most historic block — walk to everything
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

13. 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 €476
includes taxes & fees
27 Oct - 28 Oct
Historic Downtown Home with Fire Pit
Open living room with Smart TV flowing into the kitchen

14. 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 €406
includes taxes & fees
14 Oct - 15 Oct
Charming Cottage, Walk to Downtown, Porch Swings
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is €228
includes taxes & fees
12 Oct - 13 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A modern kitchen with green cabinets, stainless steel appliances, and a white countertop.

16. 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)
The price is €330
includes taxes & fees
15 Oct - 16 Oct
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village
A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

17. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (28 reviews)
"We had a lovely stay at this home! "
United States
Kristina P.
The price is €658
includes taxes & fees
14 Oct - 15 Oct
A Luxurious Home for Rest and Work.
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

18. 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 €157
includes taxes & fees
9 Nov - 10 Nov
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

19. 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, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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

Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

10/10 Excellent
"We had a great stay at the hotel. The airport shuttle was extremely helpful, and the room was large and well appointed. The hotel also has a great indoor pool and jacuzzi. So, we had a very pleasant time there."
Melineh 5-night trip
Posted 4 hours ago
Hyatt Regency Dulles International Airport

Find out more about Dickerson

Dickerson Holiday Homes information

Number of reviews
768
Accommodation
422 Holiday Homes
Lowest Price
€157
Highest Price
€658