Photo by Eric Whitsell

Holiday Homes in Poolesville

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Featured Holiday Homes in Poolesville

Bright, spacious house with private, scenic backyard
2.0 star property
10.0 out of 10, Exceptional, (4)
"A very nice house in a quiet neighborhood. Woods back up to the house adding to the privacy. The back room off of the kitchen is a great spot for morning coffee, as you are at the level of the trees. The neighborhood is walkable, and Lubber Run Park is a short drive away, but worth it, for the trails along the creek. Also convenient is a small strip mall directly across Hwy 50 from the house, with an Outback, a pizza place, a Thai place and a coffee house. Less than a minute's drive. The...
Bright, spacious house with private, scenic backyard
Beautiful house in a historic Maywood, located in DC/N-VA, accommodate 6 guests
9.8 out of 10, Exceptional, (19)
"Stayed at this property when starting a new job in DC. The house was as advertised and convenient to the city. The host was very friendly and responsive to a few of our minor needs."
Beautiful house in a historic Maywood, located in DC/N-VA, accommodate 6 guests
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (236)
"We were so excited to see that the Bear Chase Manor was available for the weekend of my daughter’s wedding. We knew this house would allow our family to enjoy the beautiful views and build lifelong memories. It was the perfect house for our special weekend. I highly recommend this house! "
Breathtaking views with an indoor private pool, come escape with us
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (50)
"I recommend this house for the Harpers Ferry location. Four spacious bedrooms, three bathrooms, hot tub, and games."
Terra Alta - Incredible River Views and Hot Tub!
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (98)
"The house worked out very well for our stay. The location was perfect to Market Street and all the shops."
The price is AU$466
includes taxes & fees
6 Oct - 7 Oct
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Gorgeous 1840 Log Cabin- Downtown
10.0 out of 10, Exceptional, (115)
"This property was beautiful, clean, had more than what we needed, and felt super comfortable. I would highly recommend this to anyone looking! "
Gorgeous 1840 Log Cabin- Downtown
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (55)
"We enjoyed our stay here, the housekeeping was immaculate, the kitchen very modern, and the space downstairs was generous and inviting. Quiet neighborhood, nice neighbors and easy parking. My only concern for seniors like us (in our 80s) was the steep staircase to the upper floor and the big steps in the front with no handrail. Otherwise, everything was perfect. Thank you for a great stay."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Townhome in Leesburg Historic District!
10.0 out of 10, Exceptional, (16)
"Lovely property and well appointed. Close to bars and restaurants and lovely outside area"
Townhome in Leesburg Historic District!
Newly Renovated Townhouse - Minutes to Vienna Metro and DC
9.6 out of 10, Exceptional, (8)
"We were working on some projects in the DC are and this place was centrally location and perfect for your group. The communication with the owner was top notch!"
Newly Renovated Townhouse - Minutes to Vienna Metro and DC
Your vacation at perfect & cozy townhouse
10.0 out of 10, Exceptional, (5)
"Perfect to visit daughter in Olney. Easy trip into city. Communication was good. Place was nice and clean. "
Your vacation at perfect & cozy townhouse
Cozy Peaceful Basement Cabin Vibes
10.0 out of 10, Exceptional, (4)
"We stayed here for one night on the way back during a road trip and it was nice! We were a little concerned at first staying in the basement of a house where there were other tenants on the top floor, but ultimately there weren't many disturbances and no one came down to bother us either despite being on the louder side at times. They also supply water and some small goodies which was nice, just took a bit to get used to. Great place if you need to stay a night."
The price is AU$539
includes taxes & fees
24 Sept - 25 Sept
Cozy Peaceful Basement Cabin Vibes
15 min to DC 10 min to Tyson’s 4bed+den3.5ba 2 car garage SFH sleeps 10
9.8 out of 10, Exceptional, (20)
"We recently stayed at this property for 2 nights on our way to South Carolina and had an excellent experience. The beds were incredibly comfortable, ensuring a restful night’s sleep both nights. The house was spotless, reflecting a high standard of cleanliness. The kitchen was a highlight—it was beautifully designed and equipped with everything we needed- including plates and utensils for little kids. Check-in and check-out were seamless, and communication with the owner was prompt. Overall, I...
15 min to DC 10 min to Tyson’s 4bed+den3.5ba 2 car garage SFH sleeps 10
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly
9.6 out of 10, Exceptional, (14)
"We stayed here for 2 weeks. We've stayed in a number of the converted basement units that are common in the area, and it was really nice to be above ground and have lots of light from the many windows. The place was spotless and the host was very responsive. Furniture was comfortable, kitchen was well outfitted although the place isn't really suitable for doing any extensive cooking; the small 2-burner cooktop can't fit more than one large pan at once, and the under-counter oven isn't the most...
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly
Cozy, Private 1 Bed. Apt w/ Hi-Speed Internet, Walk to Metro, Free Parking
9.8 out of 10, Exceptional, (19)
"I return for additional and hope to return. Location and all I need. Thank you"
Cozy, Private 1 Bed. Apt w/ Hi-Speed Internet, Walk to Metro, Free Parking
Rare Luxury Spacious City Suite
9.8 out of 10, Exceptional, (13)
"Excellent! Excellent! Excellent! One of the best stays away from home by far. The host and the service was absolutely phenomenal! The room was immaculate! Well-deserved 5 stars! I'll book my next trip to the D.C. area based on their availability!"
Rare Luxury Spacious City Suite
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
10.0 out of 10, Exceptional, (87)
"My family has stayed at Yellowwood in the past and had an excellent experience. We returned again this time and had another great experience. The owner and property manager are responsive and pleasant to deal with. The house is perfect for a family. The location is excellent for anyone interested in visiting Middleburg or the surrounding area. Stronly recommended. "
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Cozy Entire Guest Suite by IAD Intl. Airport
6.0 out of 10, (2)
"The entrance involved a walk through grass and tree roots-hard for a cane user in the dark. The mosquitoes loved my slow progress! A visit with an exterminator might be good as I killed several medium sized bugs in the bathroom. But the room was clean and met my needs."
The price is AU$202
includes taxes & fees
24 Sept - 25 Sept
Cozy Entire Guest Suite by IAD Intl. Airport
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (46)
"I usually stay at hotels located near resturants. this location is great. the place is clean and amenable for a great quiet time. thank you for offering this property."
The price is AU$503
includes taxes & fees
1 Oct - 2 Oct
*Luxury Condo In Downtown Frederick*
The Bradley @ Bethesda Row
9.0 out of 10, Wonderful, (7)
"We had a wonderful stay with our family, very convenient to the temple. House is located a block away from a Safeway grocery stare and a couple of blocks away from some great restaurants. Also a couple of blocks from some good community tennis courts. It checked all the boxes for us. Thanks so much"
The Bradley @ Bethesda Row
Modern & Spacious-walk to metro w/ parking On-site
9.6 out of 10, Exceptional, (23)
"The house was clean this was a plus. Location was on a busy highway, which was easy to navigate once we figured it out, but it would have been nice to know the house was on a busy highway. Plenty of space in the house and the tv's and streaming were also a plus."
Modern & Spacious-walk to metro w/ parking On-site
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Other property types in Poolesville

Glover Park - Georgetown
4.0 star property
8.8 out of 10, Excellent, (2189)
"It was a great experience. "
The price is AU$373
includes taxes & fees
29 Sept - 30 Sept
Glover Park - Georgetown
Placemakr Marymount Ballston
4.0 star property
9.2 out of 10, Wonderful, (409)
"Convenient, safe and clean property. "
The price is AU$253
includes taxes & fees
4 Oct - 5 Oct
Placemakr Marymount Ballston
Georgetown Inn
3.5 star property
9.0 out of 10, Wonderful, (1453)
"Good srmtay"
The price is AU$509
includes taxes & fees
30 Sept - 1 Oct
Georgetown Inn
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.