Poolesville Holiday Houses

Poolesville Holiday Homes
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A sunset over a wetland with reflections on the water, surrounded by trees and a distant view of land.

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Our top choices for Poolesville holiday homes

A kitchen with large windows, a sink, and a refrigerator.

A bedroom with a bed, wooden beams, a ceiling fan, and large windows.

A rustic wooden staircase with a bench at the bottom, a door on the left, and a wall-mounted picture.

A rustic interior with exposed wooden beams, a sofa, a coffee table, and a fireplace.

1. 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)

10/10

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."

Hope A.

The price is NZ$1,007

NZ$1,007

includes taxes & fees

1 Nov - 2 Nov

The Cedars a local masterpiece in charming Poolesville

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

A bathroom with a white sink, a mirror, and a toilet. There is a door leading to a hallway with a staircase and a shelf unit with various items.

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

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

2. 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$333

NZ$333

includes taxes & fees

15 Nov - 16 Nov

Stylish Studio with Kitchenette

A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

A white door with a stained glass window featuring a horse and rider design.

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

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.

3. 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$304

NZ$304

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A small, single-story house with a front porch, a small garden, and a tree.

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

4. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard

Leesburg

10.0 out of 10, Exceptional, (38 reviews)

10/10

Exceptional

(38 reviews)

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

Avis V.

The price is NZ$544

NZ$544

includes taxes & fees

19 Oct - 20 Oct

Leesburg Hideaway- King Bed + Private Backyard

A modern kitchen with a central island, two bar stools, a stone fireplace, and a flat-screen TV mounted above the island.

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

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

A cozy living room with a leather sofa, two lamps, and a wooden ceiling beam.

5. Pleasant Hills Farm Guest Cottage (Farmstay)

Pleasant Hills Farm Guest Cottage (Farmstay)

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$1,010

NZ$1,010

includes taxes & fees

18 Oct - 19 Oct

Pleasant Hills Farm Guest Cottage (Farmstay)

A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

A bedroom with a bed, a window with blinds, a door leading to a bathroom, and a shower area.

A modern living room with a grey sofa, a white coffee table, a grey bean bag, and a large abstract painting on the wall.

A modern kitchen with white cabinetry, a stainless steel oven, a microwave, and a red toaster.

6. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit

Leesburg's Old and Historic District

10.0 out of 10, Exceptional, (23 reviews)

10/10

Exceptional

(23 reviews)

"Delightful cottage, super convenient, and our host was extremely nice and attentive. "

Mark M.

The price is NZ$993

NZ$993

includes taxes & fees

19 Oct - 20 Oct

Downtown Cottage with Fire Pit

A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

A laundry room with two stacked front-loading washing machines and a bottle of detergent on top.

A backyard with a red shed, a brick wall, and a tree.

A hotel room with a bed, two armchairs, a small table with a lamp, and a bathroom visible through an open door.

7. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites

Leesburg

10.0 out of 10, Exceptional, (1 review)

10/10

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."

Tyler W.

The price is NZ$819

NZ$819

includes taxes & fees

19 Oct - 20 Oct

Downtown Retreat with 2 Primary Suites

A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

A modern living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a flat-screen TV mounted on the wall.

A modern living room with a flat-screen TV, a unique wooden coffee table, a gray sofa, and a colorful cow painting.

A bedroom with two beds, white headboards, and a window with blinds.

8. 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)

10/10

Exceptional

(16 reviews)

"Well appointed and very walkable to nearby downtown."

Sean S.

The price is NZ$1,020

NZ$1,020

includes taxes & fees

27 Oct - 28 Oct

Historic Downtown Home with Fire Pit

A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

A modern kitchen with a marble countertop, stainless steel appliances, and a dining area with a large table and chairs.

9. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.

Ashburn

10.0 out of 10, Exceptional, (29 reviews)

10/10

Exceptional

(29 reviews)

"We had a lovely stay at this home! "

Kristina P.

The price is NZ$1,264

NZ$1,264

includes taxes & fees

21 Oct - 22 Oct

A Luxurious Home for Rest and Work.

A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

A room with a wooden dresser, a mirror, a vase with flowers, a chair, and a window with blinds.

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

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

10. 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)

9.6/10

Exceptional

(77 reviews)

"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"

Fern

The price is NZ$833

NZ$833

includes taxes & fees

19 Oct - 20 Oct

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

Fire pit crackling with seasoned firewood

A modern kitchen with grey cabinets, a white countertop, a stainless steel sink, a gas stove, and a window with a view of trees.

Queen bedroom with linen bedding and dual nightstands

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

11. 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$1,031

NZ$1,031

includes taxes & fees

19 Oct - 20 Oct

Charming Cottage, Walk to Downtown, Porch Swings

A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

A modern living room with a sectional sofa, a fireplace, and a large mirror.

A bedroom with a four-poster bed, a flat-screen TV, a wooden dresser, and a walk-in closet.

A modern dining area with a round table, white upholstered chairs, and a black vase with dried plants.

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, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Great location, would stay again."

Eric D S.

The price is NZ$979

NZ$979

includes taxes & fees

2 Nov - 3 Nov

Renovated 3B/3B Home | Downtown | Private Fire Pit

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 flat-screen TV mounted on the wall, a dark-colored sofa, a wooden coffee table, and several potted 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.

13. 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$627

NZ$627

includes taxes & fees

28 Oct - 29 Oct

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

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 wooden deck.

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 door, a small patio with a table and two chairs, and flower boxes on the windowsills.

14. 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)

9.8/10

Exceptional

(29 reviews)

"Excellent location and nice little house."

Ann B.

Retreat in Historic Downtown Leesburg - Walkable to Everything!

A modern kitchen with a central island, a dining area with a table and chairs, and a view of a green outdoor space.

A modern kitchen with white cabinetry, a blue stove, and a microwave. There is a dining area with a table and chairs.

A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

A modern kitchen with white cabinets, a built-in microwave, and a central island. There is a dining area with a round table and orange chairs. The living room features a sofa and a coffee table.

15. Private and Cozy 3 BEDR+2 BTH Single Fam Home

Private and Cozy 3 BEDR+2 BTH Single Fam Home

Sterling

5.0 out of 10, (2 reviews)

5.0/10

(2 reviews)

"Pet friendly, convenient to all of Loudon County. Bathrooms are quite small, limited kitchen utensils, etc. Bed was quite comfortable although seating in the living room was not that comfortable "

Anonymous traveller

The price is NZ$954

NZ$954

includes taxes & fees

24 Oct - 25 Oct

Private and Cozy 3 BEDR+2 BTH Single Fam Home

A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

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.

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

16. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse

Leesburg

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Fun, creative place to stay. Worked well for our family of four for the weekend."

Kathy S.

The price is NZ$720

NZ$720

includes taxes & fees

21 Oct - 22 Oct

Perfect 2-bedroom Treetop Bungalow Treehouse

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

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

17. 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)

10/10

Exceptional

(74 reviews)

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

Tory D.

The price is NZ$443

NZ$443

includes taxes & fees

18 Oct - 19 Oct

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

A two-story house with a front porch, a staircase, and a mailbox.

A modern kitchen with white cabinets, stainless steel appliances, a microwave, and a dishwasher.

A single-story house with a front porch, a staircase, and a mailbox.

A living room with a grey sofa set, a coffee table, a TV, and a cabinet.

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

Dog-Friendly | Hiking| Tubing near Harpers Ferry

Brunswick

2.0 out of 10, (1 review)

2.0/10

(1 review)

"No ac just window units it was soooooo hot"

Anonymous traveller

The price is NZ$413

NZ$413

includes taxes & fees

18 Oct - 19 Oct

Dog-Friendly | Hiking| Tubing near Harpers Ferry

A hallway with a wooden bench, a mirror, and a staircase leading to a living area with a plant and a painting.

A deck with outdoor furniture, including a sofa and chairs, and a small table.

A spacious living area with a marble-patterned floor, a kitchen in the background, and a large window with curtains.

A modern kitchen with a marble island, white cabinetry, and a large window overlooking a garden.

19. DMV 6BR Lakeside Luxury Retreat w/ Firepit, Gameroom, Pool-table

DMV 6BR Lakeside Luxury Retreat w/ Firepit, Gameroom, Pool-table

Gaithersburg

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"We have a pleasant stay at this home. Communication with manager and owner are good and very prompt. Home kept neat and facilities are great."

Kalyan C.

The price is NZ$1,675

NZ$1,675

includes taxes & fees

27 Oct - 28 Oct

DMV 6BR Lakeside Luxury Retreat w/ Firepit, Gameroom, Pool-table

A deck with outdoor seating and a lake view.

A beach with two empty lounge chairs facing a calm lake, surrounded by a chain-link fence and a dock in the background.

A spacious kitchen with wooden flooring, a dining area with a wooden table and chairs, and a stone accent wall.

A garden with a stone pathway, surrounded by various plants and trees.

20. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Harpers Ferry

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"

Dawn S.

The price is NZ$473

NZ$473

includes taxes & fees

22 Oct - 23 Oct

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

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 Poolesville Hotel Reviews

The Bethesdan Hotel, Tapestry Collection by Hilton

10/10 Excellent

"Breakfast + bar!"

Katelyn 2-night trip

Posted 4 hours ago

The Bethesdan Hotel, Tapestry Collection by Hilton

Hyatt Centric Arlington

10/10 Excellent

"Staff were very helpful and the property was maintained well."

Caitlin 3-night trip

Posted 5 hours ago

Hyatt Centric Arlington

Glover Park Hotel Georgetown

8/10 Good

"Aside from the $50 parking fee per night the hotel was great"

Stefhen 2-night trip

Posted 17 hours ago

Glover Park Hotel Georgetown

Sonesta Select Arlington Rosslyn

10/10 Excellent

"Excellent location! Very easy to get to Georgetown and DC monuments."

Roxanne 3-night trip

Posted 19 hours ago

Sonesta Select Arlington Rosslyn

Archer Hotel Tysons

10/10 Excellent

"The Archer was a top notch stay in the Tysons area, a hidden gem. We will definitely be back, enjoyed EVERYTHING!!!!"

Monique 1-night trip

Posted 22 hours ago

Archer Hotel Tysons

Hyatt Regency Bethesda

10/10 Excellent

"Large clean rooms. Not a fan of carpets but was relatively new. Bathroom was spotless and argon shampoo/conditioner was amazing!! Staff were super friendly. Very close to metro."

Sheri 2-night trip

Posted 1 day ago

Hyatt Regency Bethesda

Placemakr Marymount Ballston

10/10 Excellent

"Just a wonderful apart hotel. We had a premium 2br. Just great - spacious, clean, has everything we would ever need in there."

Leonard 2-night trip

Posted 2 days ago

Placemakr Marymount Ballston

Best Western Fairfax

8/10 Good

"I don't like the openness. Balcony as you step out the room. It was ok"

Jasmine 1-night trip

Posted 2 days ago

Best Western Fairfax

The Westin Arlington

10/10 Excellent

"Simple, clean experience. Nice area and close to the Metro."

Judy 4-night trip

Posted 3 days ago

The Westin Arlington

Find out more about Poolesville

Poolesville Holiday Homes information

Number of reviews	356
Accommodation	549 Holiday Homes
Lowest Price	NZ$304
Highest Price	NZ$1,675

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Poolesville on Expedia.com

Holiday Homes in Poolesville

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poolesville holiday homes

1. The Cedars a local masterpiece in charming Poolesville

2. Stylish Studio with Kitchenette

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

4. Leesburg Hideaway- King Bed + Private Backyard

5. Pleasant Hills Farm Guest Cottage (Farmstay)

6. Downtown Cottage with Fire Pit

7. Downtown Retreat with 2 Primary Suites

8. Historic Downtown Home with Fire Pit

9. A Luxurious Home for Rest and Work.

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

11. Charming Cottage, Walk to Downtown, Porch Swings

12. Renovated 3B/3B Home | Downtown | Private Fire Pit

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

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

15. Private and Cozy 3 BEDR+2 BTH Single Fam Home

16. Perfect 2-bedroom Treetop Bungalow Treehouse

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

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

19. DMV 6BR Lakeside Luxury Retreat w/ Firepit, Gameroom, Pool-table

20. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Find holiday rentals that suit your style

Top Poolesville Hotel Reviews

The Bethesdan Hotel, Tapestry Collection by Hilton

Find out more about Poolesville

Poolesville Holiday Homes information

Explore a world of travel with Expedia