Photo by Erica R Hopper

Poolesville Vacation Rentals

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Our top choices for Poolesville vacation 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."
United States
Kate D.
Near Maryland SoccerPlex, Poolesville Congressional Polo, Equestrian Farms.

2. 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 CA $635
CA $852 total
includes taxes & fees
Nov 22 - Nov 23
The Cedars a local masterpiece in charming Poolesville

3. 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 CA $134
CA $245 total
includes taxes & fees
Nov 30 - Dec 1
Stylish Studio with Kitchenette

4. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is CA $191
CA $416 total
includes taxes & fees
Nov 11 - Nov 12
Leesburg Hideaway- King Bed + Private Backyard

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 CA $351
CA $776 total
includes taxes & fees
Nov 18 - Nov 19
Pleasant Hills Farm Guest Cottage (Farmstay)

6. 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 CA $283
CA $679 total
includes taxes & fees
Nov 23 - Nov 24
Downtown Retreat with 2 Primary Suites

7. 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)
"Great location in a great town!"
United States
Gigi D.
The price is CA $369
CA $782 total
includes taxes & fees
Nov 11 - Nov 12
Historic Downtown Home with Fire Pit

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."
United States
Ann B.
The price is CA $317
CA $655 total
includes taxes & fees
Nov 11 - Nov 12
Retreat in Historic Downtown Leesburg - Walkable to Everything!

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"
United States
Brian C.
A Luxurious Home for Rest and Work.

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 CA $369
CA $782 total
includes taxes & fees
Dec 8 - Dec 9
Downtown Cottage with Fire Pit

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 CA $394
CA $790 total
includes taxes & fees
Nov 15 - Nov 16
Charming Cottage, Walk to Downtown, Porch Swings

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, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is CA $369
CA $785 total
includes taxes & fees
Nov 17 - Nov 18
Renovated 3B/3B Home | Downtown | Private Fire Pit

13. 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, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
United States
Renee L.
The price is CA $480
CA $775 total
includes taxes & fees
Dec 3 - Dec 4
Storybook cottage on Leesburg's most historic block — walk to everything

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
9.2 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!"
United States
Tom S.
The price is CA $191
CA $471 total
includes taxes & fees
Nov 22 - Nov 23
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village

15. 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 CA $347
CA $556 total
includes taxes & fees
Nov 23 - Nov 24
Perfect 2-bedroom Treetop Bungalow Treehouse

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, MD
Jefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is CA $120
CA $341 total
includes taxes & fees
Nov 11 - Nov 12
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

17. 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 CA $177
CA $317 total
includes taxes & fees
Nov 19 - Nov 20
Dog-Friendly | Hiking| Tubing near Harpers Ferry

18. Pleasant Hills Farm Guest Cottage + Stargazer

Pleasant Hills Farm Guest Cottage + Stargazer
Darnestown
The price is CA $669
CA $826 total
includes taxes & fees
Nov 18 - Nov 19
Pleasant Hills Farm Guest Cottage + Stargazer

19. Upscale+Private Home 3 BEDR+3 BTH, Kitchen, Garage

Upscale+Private Home 3 BEDR+3 BTH, Kitchen, Garage
McNair
9.8 out of 10, Exceptional, (6 reviews)
"Great stay, good location."
United States
Rene D.
The price is CA $305
CA $653 total
includes taxes & fees
Nov 18 - Nov 19
Upscale+Private Home 3 BEDR+3 BTH, Kitchen, Garage

20. Elegant 5BR/2BA | Private Parking । Great Falls

Elegant 5BR/2BA | Private Parking । Great Falls
Great Falls
9.4 out of 10, Exceptional, (3 reviews)
"Place was beautiful and comfortable! Would definitely stay here again."
United States
Dennis M.
The price is CA $506
CA $977 total
includes taxes & fees
Nov 24 - Nov 25
Elegant 5BR/2BA | Private Parking । Great Falls
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

Head to sights like Seneca Creek State Park and Algonkian Regional Park as you discover Poolesville.

A pumpkin patch with a tractor and people sitting on benches.
Photo by Erica R Hopper
Open Photo by Erica R Hopper

Top reviews in Poolesville

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