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

Poolesville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Poolesville vacation 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 CA $604
CA $811 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $149
CA $276 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $114
CA $243 total
includes taxes & fees
Oct 4 - Oct 5
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 CA $205
CA $451 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $354
CA $819 total
includes taxes & fees
Oct 5 - Oct 6
Pleasant Hills Farm Guest Cottage (Farmstay)
A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

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 $243
CA $577 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Retreat with 2 Primary Suites
A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

7. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (27 reviews)
"We had a lovely stay at this home! "
United States
Kristina P.
The price is CA $562
CA $1,056 total
includes taxes & fees
Oct 14 - Oct 15
A Luxurious Home for Rest and Work.
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

8. 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.
The price is CA $305
CA $682 total
includes taxes & fees
Oct 6 - Oct 7
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

9. 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 $344
CA $714 total
includes taxes & fees
Oct 6 - Oct 7
Downtown Cottage with Fire Pit
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

10. 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 CA $344
CA $705 total
includes taxes & fees
Nov 2 - Nov 3
Renovated 3B/3B Home | Downtown | Private Fire Pit
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

11. 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, (76 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!"
United States
draje7
The price is CA $368
CA $670 total
includes taxes & fees
Oct 5 - Oct 6
Storybook cottage on Leesburg's most historic block — walk to everything
A modern kitchen with green cabinets, stainless steel appliances, and a white countertop.

12. 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 CA $192
CA $522 total
includes taxes & fees
Oct 5 - Oct 6
Contemporary 3BR: Large Patio, TVs in Every Room. Heart of Montgomery Village
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

13. Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
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 CA $374
CA $746 total
includes taxes & fees
Oct 27 - Oct 28
Quaint Royal Cottage @ Historic Leesburg
A modern dining area with a glass table, cushioned chairs, a vase with flowers, a chandelier, a window with blinds, and a colorful abstract painting on the wall.

14. Cozy 2-bedroom house in Rockville

Cozy 2-bedroom house in Rockville
Twinbrook
6.4 out of 10, (5 reviews)
"Great place and located close to everything!Host was extremely helpful with any questions we had!"
United States
Carol S.
The price is CA $141
CA $455 total
includes taxes & fees
Oct 3 - Oct 4
Cozy 2-bedroom house in Rockville
Fire pit crackling with seasoned firewood

15. 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 $368
CA $655 total
includes taxes & fees
Oct 4 - Oct 5
Charming Cottage, Walk to Downtown, Porch Swings
A modern kitchen with a central island, a dining area with a table and chairs, and a view of a green outdoor space.

16. 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 CA $384
CA $766 total
includes taxes & fees
Oct 24 - Oct 25
Private and Cozy 3 BEDR+2 BTH Single Fam Home
A living room with a grey sofa, a white armchair, a glass coffee table with decorative items, a lamp, and a large abstract painting.

17. 1 Bd Private BSMNT APT 20m DC 5min Dulles 2m Metro

1 Bd Private BSMNT APT 20m DC 5min Dulles 2m Metro
Reston
1 Bd Private BSMNT APT 20m DC 5min Dulles 2m Metro
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

18. 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 $349
CA $590 total
includes taxes & fees
Oct 5 - Oct 6
Perfect 2-bedroom Treetop Bungalow Treehouse
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

19. 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 CA $135
CA $359 total
includes taxes & fees
Oct 4 - Oct 5
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

20. 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, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is CA $161
CA $419 total
includes taxes & fees
Oct 5 - Oct 6
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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 Hoya Hotel at Georgetown

The Hoya Hotel at Georgetown

10/10 Excellent
"Very convenient, clean room, comfortable Bed, great view"
Michael 3-night trip
Posted less than an hour ago
The Hoya Hotel at Georgetown

Find out more about Poolesville

Poolesville Vacation Homes information

Number of reviews
474
Accommodation
533 Vacation Homes
Lowest Price
CA $243
Highest Price
CA $1,056

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