Dickerson Holiday Houses

Dickerson Holiday Homes
United States of America
Holiday Homes
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Our top choices for Dickerson holiday homes

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

A dining area with a wooden table, two chairs, a vase with flowers, and a hanging light fixture.

A living room with a fireplace, a television, a staircase, and a bookshelf.

A staircase with white railings and wooden steps, leading to a door with a wreath and a framed picture on the wall.

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)

10/10

Exceptional

(72 reviews)

"Lovely home. Great location! Host was amazingly helpful!"

Tory D.

The price is NZ$511

NZ$511

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.

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a patterned rug.

A bedroom with a wooden bed, white bedding, a ceiling fan, bedside lamps, a small stool, and a window with blinds.

2. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard

Leesburg

10.0 out of 10, Exceptional, (37 reviews)

10/10

Exceptional

(37 reviews)

"Clean sweet place to stay and relax. Couldn't have been nicer."

Avis V.

The price is NZ$512

NZ$512

includes taxes & fees

26 Aug - 27 Aug

Leesburg Hideaway- King Bed + Private Backyard

A sectional sofa with a storage ottoman, a large potted plant, and a lamp.

A laundry room with a sink, two washing machines, and a countertop with storage containers.

A wooden console table with a lamp, a potted plant, and a notebook.

A modern kitchen with white cabinets, a granite countertop, stainless steel appliances, and a built-in oven.

3. Stylish Studio with Kitchenette

Stylish Studio with Kitchenette

Sterling

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Very organized and had tons of quality of life features."

Hunter J.

The price is NZ$318

NZ$318

includes taxes & fees

31 Aug - 1 Sept

Stylish Studio with Kitchenette

A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.

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

A kitchen with white and green cabinets, a stainless steel stove, and a dishwasher.

A modern living room with a sofa, green armchair, and orange armchair, a coffee table, and a large window with curtains.

4. Chic, pets, walk to downtown

Chic, pets, walk to downtown

Frederick

10.0 out of 10, Exceptional, (23 reviews)

10/10

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."

Richard M.

The price is NZ$466

NZ$466

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.

A treehouse with a metal staircase, surrounded by dense forest.

A wooden interior with a large sliding glass door leading to an outdoor deck.

A wooden dining table with a vase of flowers, surrounded by chairs, in a rustic cabin with large windows and a kitchen area visible.

5. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse

Leesburg

10.0 out of 10, Exceptional, (2 reviews)

10/10

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!"

Tara A.

The price is NZ$692

NZ$692

includes taxes & fees

26 Aug - 27 Aug

Perfect 2-bedroom Treetop Bungalow Treehouse

A park with a pond, a bridge, and a church in the background.

A living room with a fireplace, a television, and a large window with curtains.

A backyard patio with a table and chairs, surrounded by a wooden fence and various plants.

A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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)

9.4/10

Exceptional

(134 reviews)

"The place was so fun and close to the bars! The rooms where cleans "

Anonymous traveller

The price is NZ$486

NZ$486

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.

A yellow house with a porch, a front door, and two windows.

A wooden dresser with a mirror, a vase with flowers, and books.

A spacious living room with a sofa, armchair, and a coffee table. There is a wooden dresser, a lamp, and a television.

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)

9.6/10

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!"

draje7

The price is NZ$672

NZ$672

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.

A cozy living room with a brown leather sofa, a round coffee table, and a blue accent wall with woven wall art.

A cozy living room with a brown sofa, a round coffee table, and a potted plant.

A canal with boats, a bridge, and a building with an American flag.

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)

10/10

Exceptional

(51 reviews)

"Great lodging and communicative host"

Peggy D.

The price is NZ$477

NZ$477

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.

A modern kitchen with a dining area, wooden flooring, and a view of the outdoors.

A fire pit surrounded by Adirondack chairs, a covered grill, and a stone wall with logs.

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)

10/10

Exceptional

(1 review)

"it was a clean house and quite area. perfect!"

John S.

The price is NZ$646

NZ$646

includes taxes & fees

26 Aug - 27 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.

A house with a stone staircase leading to a door, a small patio with a table and two chairs, and flower boxes on the windowsills.

A modern kitchen with white cabinets, a central island, and hanging pendant lights. There are three bar stools and a round woven ottoman in the dining area.

A house with a stone staircase leading to a wooden deck.

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)

10/10

Exceptional

(24 reviews)

"Excellent location and nice little house."

Ann B.

The price is NZ$792

NZ$792

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.

A two-story house with a porch, a gazebo, and multiple flags.

A hotel room with a bed, a desk, a green armchair, a wooden wardrobe, a ceiling fan, and a stained glass door.

A door with a stained glass window, a white wall, a framed picture, and a wooden floor.

11. The Gold Room/Spacious Victorian Inn

The Gold Room/Spacious Victorian Inn

Gaithersburg

8.0 out of 10, Very good, (1 review)

8.0/10

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."

Glenn C.

The price is NZ$221

NZ$221

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.

A living room with a brick fireplace, a television displaying 'NETFLIX', two armchairs, a small table with a lace tablecloth, and decorative items.

A two-story house with a brick foundation, a front door with a black trim, and a small front yard with a tree and shrubs.

A living room with a brick fireplace, a television mounted above it, and a coffee table with a remote control.

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)

9.8/10

Exceptional

(120 reviews)

"We had a quick stay but it was perfect for what we needed. "

Deana B.

The price is NZ$286

NZ$286

includes taxes & fees

27 Aug - 28 Aug

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

A modern kitchen with grey cabinets, a central island, and pendant lighting.

A bedroom with a bed, a bench, a desk, and two windows.

A hallway with brick walls, a white door, and a black console table with a vase.

A spacious living room with a grey sofa, a coffee table, and a patterned rug.

13. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick

Downtown Frederick

9.2 out of 10, Wonderful, (97 reviews)

9.2/10

Wonderful

(97 reviews)

"The host and property was everything we needed."

Christopher D.

The price is NZ$645

NZ$645

includes taxes & fees

22 Sept - 23 Sept

Luxury Condo In Downtown Frederick

A modern kitchen with green cabinets, stainless steel appliances, and a white countertop.

A modern living room with a wooden entertainment center, a television mounted on the wall, and various decorative items including books and plants.

A modern living room with a white sofa, a dining table with a tray of candles and decorative items, a wall art of a tree, and a framed picture of a house on the wall.

A modern living room with a flat-screen TV mounted on the wall, a dark-colored sofa, a wooden coffee table, and several potted plants.

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)

9.0/10

Wonderful

(4 reviews)

"Loved the place! Clean, comfy, and Emmanuel was awesome to deal with. Will definitely be looking to stay again!"

Tom S.

The price is NZ$597

NZ$597

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.

A bedroom with a bed, two framed pictures on the wall, a nightstand with a lamp, and large windows with blinds.

A modern bathroom with a bathtub, a towel rack, and a mirror.

A modern dining area with a glass table and two black metal stools. A framed floral artwork hangs on the wall above the table.

15. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home

Frederick

10.0 out of 10, Exceptional, (20 reviews)

10/10

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!"

Janice M.

The price is NZ$828

NZ$828

includes taxes & fees

30 Aug - 31 Aug

Newly constructed 6 bedroom home

A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

A living room with a dark wood floor, a black sectional sofa, a wooden coffee table, and a fireplace.

A bedroom with a bed, nightstands, a window, and a door.

A room with a dining table and chairs, a window with blinds, and a door leading to another room.

16. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites

Leesburg

The price is NZ$744

NZ$744

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.

A dining area with a long wooden table, a white chair, a vase with flowers, a ceiling fan, and a sign indicating the direction to the pool.

A bedroom with a bed, wooden floor, and a large wooden door.

A kitchen with granite countertops, a sink, and wooden cabinets.

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)

10/10

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."

Vicki W.

The price is NZ$925

NZ$925

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.

A modern kitchen with white cabinets, stainless steel appliances, and a window with a view.

A modern kitchen with white cabinets, a stainless steel refrigerator, and an oven.

A living room with a blue sofa, a coffee table, and artwork on the wall.

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)

10/10

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 "

Brett D.

The price is NZ$600

NZ$600

includes taxes & fees

30 Aug - 31 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.

A spacious living room with a high ceiling, a staircase, a large window with a view, and a cozy fireplace area.

A spacious living room with a sectional sofa, a coffee table, and a staircase leading to an upper level.

A porch with a stone wall, a red door, an American flag, a chair with a cushion, and a 'STAY' sign.

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)

10/10

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."

Jennifer P.

The price is NZ$580

NZ$580

includes taxes & fees

30 Aug - 31 Aug

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

A living room with a stone fireplace, a gray sofa with patterned cushions, and wooden flooring.

A kitchen with a central island, a stove, a sink, and a refrigerator.

A house with a covered porch, a small staircase, and a fenced yard.

A living room with a wooden floor, a black leather sofa, a coffee table, and a TV on a stand.

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)

9.6/10

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. "

Jenn C.

The price is NZ$652

NZ$652

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

Quality Inn Vienna - Tysons Corner

8/10 Good

"Parking could be better."

Kevin 1-night trip

Posted less than an hour ago

Quality Inn Vienna - Tysons Corner

Wingate by Wyndham Chantilly / Dulles Airport

10/10 Excellent

"We had a great experience. Thank you!"

Golda 1-night trip

Posted 1 hour ago

Wingate by Wyndham Chantilly / Dulles Airport

The Westin Tysons Corner

10/10 Excellent

"Staff were very helpful when extending stay. Very clean facilities and restaurant staff pleasant."

Michelle 3-night trip

Posted 2 hours ago

The Westin Tysons Corner

The Watermark Hotel

10/10 Excellent

"Great hotel. Super close to light rail. Very nice room, with bedroom in center with small living space by windows and bath near entry. Staff were great. Very happy I came across this pace!"

Eric 3-night trip

Posted 2 hours ago

The Watermark Hotel

Archer Hotel Tysons

10/10 Excellent

"Great place"

Gabriel 1-night trip

Posted 3 hours ago

Archer Hotel Tysons

DoubleTree by Hilton Washington Dulles Airport

10/10 Excellent

"Great stay."

Joanna 1-night trip

Posted 6 hours ago

DoubleTree by Hilton Washington Dulles Airport

Lansdowne Resort and Spa

10/10 Excellent

"Great clean place"

Charlotte 1-night trip

Posted 1 day ago

Lansdowne Resort and Spa

Find out more about Dickerson

Dickerson Holiday Homes information

Number of reviews	931
Accommodation	426 Holiday Homes
Lowest Price	NZ$221
Highest Price	NZ$925

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Dickerson on Expedia.com

Holiday Homes in Dickerson

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dickerson holiday homes

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

2. Leesburg Hideaway- King Bed + Private Backyard

3. Stylish Studio with Kitchenette

4. Chic, pets, walk to downtown

5. Perfect 2-bedroom Treetop Bungalow Treehouse

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

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

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

9. Charming Cottage, Walk to Downtown, Porch Swings

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

11. The Gold Room/Spacious Victorian Inn

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

13. Luxury Condo In Downtown Frederick

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

15. Newly constructed 6 bedroom home

16. Downtown Retreat with 2 Primary Suites

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

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

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

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

Find holiday rentals that suit your style

Top Dickerson Hotel Reviews

Quality Inn Vienna - Tysons Corner

Find out more about Dickerson

Dickerson Holiday Homes information

Explore a world of travel with Expedia