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Our top choices for Poolesville holiday homes
1. Near Maryland SoccerPlex, Poolesville Congressional Polo, Equestrian Farms.
Near Maryland SoccerPlex, Poolesville Congressional Polo, Equestrian Farms.Beallsville
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful home with all the amenities necessary to enjoy your stay."
Kate D.
2. The Cedars a local masterpiece in charming Poolesville
The Cedars a local masterpiece in charming PoolesvillePoolesville
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."
Hope A.
The price is €528
includes taxes & fees
16 Nov - 17 Nov
3. Stylish Studio with Kitchenette
Stylish Studio with KitchenetteSterling
10.0 out of 10, Exceptional, (1 review)
"Very organized and had tons of quality of life features."
Hunter J.
The price is €157
includes taxes & fees
7 Dec - 8 Dec
4. Leesburg Hideaway- King Bed + Private Backyard
Leesburg Hideaway- King Bed + Private BackyardLeesburg
10.0 out of 10, Exceptional, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
Avis V.
The price is €266
includes taxes & fees
11 Nov - 12 Nov
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."
Vicki W.
The price is €487
includes taxes & fees
11 Nov - 12 Nov
6. Downtown Retreat with 2 Primary Suites
Downtown Retreat with 2 Primary SuitesLeesburg
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."
Tyler W.
The price is €433
includes taxes & fees
23 Nov - 24 Nov
7. Historic Downtown Home with Fire Pit
Historic Downtown Home with Fire PitLeesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Great location in a great town!"
Gigi D.
The price is €490
includes taxes & fees
11 Nov - 12 Nov
8. 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, (31 reviews)
"Excellent location and nice little house."
Ann B.
The price is €421
includes taxes & fees
11 Nov - 12 Nov
9. A Luxurious Home for Rest and Work.
A Luxurious Home for Rest and Work.Ashburn
10.0 out of 10, Exceptional, (30 reviews)
"Great place, extremely clean, roomy and very well set up"
Brian C.
10. Downtown Cottage with Fire Pit
Downtown Cottage with Fire PitLeesburg'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. "
Mark M.
The price is €493
includes taxes & fees
11 Nov - 12 Nov
11. Charming Cottage, Walk to Downtown, Porch Swings
Charming Cottage, Walk to Downtown, Porch SwingsLeesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
John S.
The price is €502
includes taxes & fees
22 Nov - 23 Nov
12. Renovated 3B/3B Home | Downtown | Private Fire Pit
Renovated 3B/3B Home | Downtown | Private Fire PitLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
"Great location, would stay again."
Eric D S.
The price is €497
includes taxes & fees
11 Nov - 12 Nov
13. Storybook cottage on Leesburg's most historic block — walk to everything
Storybook cottage on Leesburg's most historic block — walk to everythingLeesburg's Old and Historic District
9.6 out of 10, Exceptional, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
Renee L.
The price is €488
includes taxes & fees
3 Dec - 4 Dec
14. Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery VillageGaithersburg
9.2 out of 10, Wonderful, (5 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 €309
includes taxes & fees
15 Nov - 16 Nov
15. Perfect 2-bedroom Treetop Bungalow Treehouse
Perfect 2-bedroom Treetop Bungalow TreehouseLeesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
Kathy S.
The price is €343
includes taxes & fees
11 Nov - 12 Nov
16. 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, MDJefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
Tory D.
The price is €217
includes taxes & fees
11 Nov - 12 Nov
17. Dog-Friendly | Hiking| Tubing near Harpers Ferry
Dog-Friendly | Hiking| Tubing near Harpers FerryBrunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
Anonymous traveller
The price is €192
includes taxes & fees
6 Dec - 7 Dec
18. Pleasant Hills Farm Guest Cottage + Stargazer
Pleasant Hills Farm Guest Cottage + StargazerDarnestown
The price is €514
includes taxes & fees
11 Nov - 12 Nov
19. Upscale+Private Home 3 BEDR+3 BTH, Kitchen, Garage
Upscale+Private Home 3 BEDR+3 BTH, Kitchen, GarageMcNair
9.8 out of 10, Exceptional, (6 reviews)
"Great stay, good location."
Rene D.
The price is €415
includes taxes & fees
18 Nov - 19 Nov
20. Elegant 5BR/2BA | Private Parking । Great Falls
Elegant 5BR/2BA | Private Parking । Great FallsGreat Falls
9.4 out of 10, Exceptional, (3 reviews)
"Place was beautiful and comfortable! Would definitely stay here again."
Dennis M.
The price is €620
includes taxes & fees
24 Nov - 25 Nov
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.
Learn more about Poolesville
Check out the local area in Poolesville—home to attractions like Seneca Creek State Park and Algonkian Regional Park.
Photo by Erica R Hopper
Open Photo by Erica R Hopper
Top reviews in Poolesville
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Holiday Inn Express & Suites Leesburg - Historic District by IHGLeesburg
10/10 Excellent
Easy check in, nice location close to good restaurants. Close to Downtown Leesburg
Deana
