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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Poolesville holiday homes

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

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)
"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 £426
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.

2. 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 £143
includes taxes & fees
3 Nov - 4 Nov
Stylish Studio with Kitchenette
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

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)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is £131
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.

4. 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.
The price is £234
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.

5. 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 £430
includes taxes & fees
19 Oct - 20 Oct
Pleasant Hills Farm Guest Cottage (Farmstay)
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

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)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is £411
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.

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.
The price is £398
includes taxes & fees
26 Oct - 27 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.

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)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
The price is £437
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.

9. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (29 reviews)
"We had a lovely stay at this home! "
United States
Kristina P.
The price is £565
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.

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)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
The price is £366
includes taxes & fees
19 Oct - 20 Oct
Storybook cottage on Leesburg's most historic block — walk to everything
Fire pit crackling with seasoned firewood

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)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is £435
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.

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)
"Great location, would stay again."
United States
Eric D S.
The price is £422
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.

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)
"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 £276
includes taxes & fees
26 Oct - 27 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.

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)
"Excellent location and nice little house."
United States
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.

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)
"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 "
United States
Anonymous traveller
The price is £403
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.

16. 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.
The price is £297
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.

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)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is £193
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.

18. 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 traveller
The price is £178
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.

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)
"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."
United States
Kalyan C.
The price is £733
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.

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)
"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!"
United States
Dawn S.
The price is £198
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

Hyatt Centric Arlington

Hyatt Centric Arlington

8/10 Good
"Staff was very nice and helpful. Housekeeping was great."
Bobbi 3-night trip
Posted 3 hours ago
Hyatt Centric Arlington

Find out more about Poolesville

Poolesville Holiday Homes information

Number of reviews
356
Accommodation
532 Holiday Homes
Lowest Price
£131
Highest Price
£733