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Poolesville Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Poolesville Vacation Homes

9 Mi to National Mall: Spacious Bethesda Retreat!
Relax in comfort with a large flat-screen TV, plush sofas, and a glass coffee table.

9 Mi to National Mall: Spacious Bethesda Retreat!

8.6 out of 10, Excellent, (9)
"Well. The owner was very nice but property was being worked on. They had walls unpainted basement floor was not done so no one wanted to stay downstairs plumbing had to be readjusted two of the 5 beds upstairs caved in the middle. Also the heating only worked well in one room you had to put it at 75 so that it could be felt elsewhere but the one room would then be too hot. Should not rent out again until he fixes floors walls mirrors and beds "
9 Mi to National Mall: Spacious Bethesda Retreat!
Cottage on King | Charming Historic Leesburg Home
Relax in this inviting outdoor seating area with sofas, armchairs, and a central table featuring a fire feature.

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is CA $182
CA $420 total
includes taxes & fees
Aug 11 - Aug 12
Cottage on King | Charming Historic Leesburg Home
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly
Enjoy a compact apartment with a kitchenette, dining area, and flat-screen TV.

Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly

9.2 out of 10, Wonderful, (33)
"The property was convenient to public transit, a nice park, and Dunkin Donuts. It has two televisions, so no need to compromise on the channel to watch "
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly
Luxury Home at One Loudoun
Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a refrigerator, oven, and microwave.

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (15)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is CA $245
CA $623 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Home at One Loudoun
5BR/4BA HomeI Backyard in VA!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, dishwasher, and stove.

5BR/4BA HomeI Backyard in VA!

9.4 out of 10, Exceptional, (9)
"The property was exactly like the listing. We had three families staying here all together for a quick trip to Washington DC. It was easy to get into the city to visit museums and the house was close to plenty of restaurants. "
5BR/4BA HomeI Backyard in VA!
Gorgeous 1840 Log Cabin- Downtown
Enjoy cooking in this kitchen with a gas range, microwave, and toaster oven.

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (141)
"Charming, nicely restored log home in a great location for downtown. We would definitely stay here again! "
Gorgeous 1840 Log Cabin- Downtown
C&O Canal/Potomac River: Bethesda/Cabin John
Interior

C&O Canal/Potomac River: Bethesda/Cabin John

10.0 out of 10, Exceptional, (1)
"Home was beautiful, in a quaint town & a responsive host"
C&O Canal/Potomac River: Bethesda/Cabin John
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Exterior

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (2)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is CA $135
CA $452 total
includes taxes & fees
Aug 26 - Aug 27
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
TWIN BED - PILLOW - SHOWER - FRIDGE - MW - 62.
Enter a spacious room with a wooden floor and patterned rug, featuring a door with a windowed panel leading to a hallway.

TWIN BED - PILLOW - SHOWER - FRIDGE - MW - 62.

9.6 out of 10, Exceptional, (5)
"Host was very kind, welcoming and helpful with everything. "
TWIN BED - PILLOW - SHOWER - FRIDGE - MW - 62.
A unique mountaintop getaway overlooking Willow Croft Winery.
Relax by the fire pit in the lodge's outdoor patio area, surrounded by comfortable seating and dining tables.

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (102)
"The house was beautiful, fully stocked, close to home and vineyards. It surpassed our expectations! Can’t wait to again. "
The price is CA $433
CA $831 total
includes taxes & fees
Aug 12 - Aug 13
A unique mountaintop getaway overlooking Willow Croft Winery.
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Relax in a cozy forest setting with two Adirondack chairs surrounding a warm fire pit.

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

8.4 out of 10, Very good, (5)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
The price is CA $297
CA $683 total
includes taxes & fees
Aug 12 - Aug 13
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
*Luxury Condo In Downtown Frederick*
Relax in this stylish living area with a large rug, two armchairs, and a sofa, surrounded by a black abstract painting and decorative panel.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (65)
"The home was exactly as expected and made for a wonderful family/friend reunion! Perfect for socializing and so close to local shops and restaurants."
The price is CA $233
CA $464 total
includes taxes & fees
Aug 19 - Aug 20
*Luxury Condo In Downtown Frederick*
Your vacation at perfect & cozy townhouse
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and stainless steel appliances.

Your vacation at perfect & cozy townhouse

10.0 out of 10, Exceptional, (8)
"Exactly as advertised, excellent location for my needs. I would definitely stay here again."
Your vacation at perfect & cozy townhouse
Charming Home Minutes from Downtown Rockville
Step into Cawson's Market, a charming storefront with a welcoming outdoor seating area.

Charming Home Minutes from Downtown Rockville

9.8 out of 10, Exceptional, (63)
"This was a great home to stay in. Lovely character, beautiful deck. We enjoyed our stay"
Charming Home Minutes from Downtown Rockville
Breathtaking View with an Indoor Pool
Relax on the wrap-around veranda or patio, surrounded by lush greenery.

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (256)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool
Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.
Enjoy a festive view from this cozy room, featuring a beautifully decorated Christmas tree.

Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.

9.8 out of 10, Exceptional, (129)
"We came with a group of high school students. The house had a ton of room for a large group like ours. The host was very attentive if I had a need or question, it was answered immediately and very helpful. The house is beautiful, first class all the way, fresh, clean throughout. Our group will definitely book this again next year for our trip. This house is also very close to bud stop, fast food, and many other amenities. I give it a 10 of 10!"
Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.
“The Train Depot” 2nd oldest in the US
Stylish building with a flat roof and circular skylight, situated next to a historic brick building.

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (83)
"Great location in downtown Frederick. Cozy and comfortable accommodation with great historic vibes and modern amenities. We would definitely stay here again. "
“The Train Depot” 2nd oldest in the US
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Relax in style with a hot tub and lounge chairs on the deck, surrounded by lush greenery and twinkling lights.

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (15)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is CA $212
CA $513 total
includes taxes & fees
Aug 11 - Aug 12
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and ample workspace.

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (52)
"What a charming place to stay in Jefferson. The Rust Rose had everything we needed in a nice location. We would definitely stay here again."
The price is CA $124
CA $330 total
includes taxes & fees
Aug 10 - Aug 11
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Sunlight 2BR townhouse w/ private parking in Downtown Frederick
Compact kitchen with a dining area, featuring a refrigerator, microwave, and oven.

Sunlight 2BR townhouse w/ private parking in Downtown Frederick

9.2 out of 10, Wonderful, (20)
"Was amazing "
Sunlight 2BR townhouse w/ private parking in Downtown 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

Best Western Fairfax

Best Western Fairfax

10/10 Excellent
"This is hands down. The best place I've stayed at so far. They're actually honest when they say there's a free breakfast, it's great. The rooms are nice, I really like the more "motel" style access where all the rooms are on the outside. It's like having a private entrance. No one was loud, I didn't constantly smell like drugs, parking was convenient and right in front of the room. The staff were super friendly and helpful. If I could, I would only stay at Best Westerns. Unfortunately my pockets can't really do the price unless I get it discounted. That being said, price is totally worth it and if I wasn't trying to save a lot of money right now, I would totally do it again. "
Andrew 6-night trip
Posted 10 hours ago
Best Western Fairfax