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

Search Poolesville Cottages

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Poolesville cottages

A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

1. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (26 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
$347 nightly
The price is $396
Sep 27 - Sep 28
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

2. Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
Darnestown
$587 nightly
The price is $648
Oct 5 - Oct 6
Total with taxes and fees
Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
A stone house with a white picket fence, a front porch, and potted plants.

3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
$591 nightly
The price is $679
Oct 22 - Oct 23
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A modern building with large windows, a deck, and a stone wall.

4. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$396 nightly
The price is $440
Sep 27 - Sep 28
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

5. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
$252 nightly
The price is $267
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A hot tub with a view of a forested landscape during sunset.

6. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
$384 nightly
The price is $428
Oct 12 - Oct 13
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

7. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
$466 nightly
The price is $518
Oct 7 - Oct 8
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

8. Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
Darnestown
$572 nightly
The price is $631
Oct 4 - Oct 5
Total with taxes and fees
Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

9. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
$370 nightly
The price is $397
Sep 30 - Oct 1
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
A residential house with a driveway leading to the garage.

10. Pets Welcome: Quiet Silver Spring Retreat!

Pets Welcome: Quiet Silver Spring Retreat!
3.0 star property
Silver Spring
$407 nightly
The price is $460
Oct 5 - Oct 6
Total with taxes and fees
Pets Welcome: Quiet Silver Spring Retreat!
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 Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

8/10 Good
"Nice staff, neat rooms, breakfast could’ve been better. But nice stay for a great price"
Najilah 3-night trip
Posted less than an hour ago
Hyatt Place Herndon Dulles Airport East

Find out more about Poolesville

Poolesville Cottages information

Number of reviews
121
Accommodation
96 Cottages
Lowest Price
$267
Highest Price
$679

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