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Compare 214 Vacation Homes in Philomont with updated reviews, rates, and availability.

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (44)
"We had a full family 4 day retreat and Jill’s place was perfect. Lots of room, beds were so comfy and contained all the kitchen and bathroom supplies we needed. Everything was clean - they even had some toys for the kids. Great location…convenient to all activities, restaurants and hiking trails. We would definitely book again. 5 stars!"
Trailside Retreat in breathtaking Western Loudoun

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (28)
"We very much enjoyed our stay at this property. Walking distance to Harper's ferry attractions and plenty of room for 5 adults to spread out. We anticipate renting this property in the future for more ladies weekends!"
The price is SAR 398
SAR 1,533 total
includes taxes & fees
12 Mar - 13 Mar
White House Inn - Historic Home in Harpers Ferry!

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (111)
"The house was a perfect size for my group of 10. We stayed for my birthday weekend and the house was very stocked with cleaning supplies, sheets, pillows, towels, etc. Michael was very responsive and even sent a huge list of recommendations in the area. If I'm ever in the area again, I will definitely be staying here!!!"
Walk to Potomac River and downtown Harpers Ferry

Charming 4-bedroom townhome 8 min to Airport 20 min to DC Pet friendly sleeps 14

7.0 out of 10, Good, (2)
"A great laid out townhome property that comfortably slept six adults. Well situated in northern Virginia and Loudon County, directly across a hidden gem in Claude Moore Park and Rec Center. A new offering that has wonderful potential, but needs a thorough, professional cleaning and some repairs."
Charming 4-bedroom townhome 8 min to Airport 20 min to DC Pet friendly sleeps 14

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (41)
"Our families decided to rent the property for a getaway close to the DMV. It was easy to check in, get around Charles Town and enjoy the property. Even with an unexpected 6" of snow, we still found time to appreciate everything the property had to offer."
Charles Town Home w/ Private Pool & Hot Tub

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (111)
"Great communication with host. Cosy house, well equipped kitchen in a great location."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (48)
"Is there traffic/road noise? Yes. Can you walk to everything on King St? Also yes. Tradeoffs."
The price is SAR 720
SAR 1,294 total
includes taxes & fees
25 Feb - 26 Feb
Cottage on King | Charming Historic Leesburg Home

Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

10.0 out of 10, Exceptional, (22)
"Our group of seven was very, very comfortable there. It was nice to have two separate living areas one on the upper floor and one on the lower floor where one area could be the quieter area and the other area could be the louder area. Bedrooms were separate from the main living spaces on both the first floor and the basement which was very nice. Price per value was excellent, and whenever I return to the area, I will happily stay there again if it’s available!"
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Rural Home, Hot Tub, Campfire, Hardwood Floors

9.4 out of 10, Exceptional, (71)
"Lovely house. A couple of rooms were cold but not unbearably cold. The large table in the sun room was awesome for Thanksgiving dinner. We would definitely stay again if we wanted a house in the area."
Rural Home, Hot Tub, Campfire, Hardwood Floors

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (47)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

10.0 out of 10, Exceptional, (15)
"We loved our stay here and the property is simply delightful. It's central to all activities in Harper's Ferry, comfortable, well stocked and the host is super responsive! We especially loved the adjacent off-street parking, and although the weather didn't permit, the fenced, private outdoor space is very inviting. Our host was exceptionally responsive to the couple of questions we had and wonderful to work with. We'd definitely rent again! "
Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

9.8 out of 10, Exceptional, (52)
"Thank you"
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

The PINK PEARL in Historic Leesburg

9.6 out of 10, Exceptional, (31)
"Loved the location and ability to sleep 8 people. Great for a weekend stay!"
The PINK PEARL in Historic Leesburg

#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

10.0 out of 10, Exceptional, (4)
"Good experience. Well maintained. Very clean. Several nice detail extras. "
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (97)
"Plenty of snow on the ground prior to the inauguration, and a perfect Winter setting for our family to enjoy their old stomping ground and see friends and colleagues. Lovely home and we will stay again!"
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (7)
"Highly recommend this place."
Cozy Country Getaway in the Heart of Upperville

Romantic Stone Cottage Circa 1869-75 acres to Hike

9.2 out of 10, Wonderful, (5)
"Unfortunately we happened to stay when there was a wind storm in the county so we lost power, water and heat for the night. We texted the host to check on candles and/or flashlights but were told to “just use our phones”. (Not really an option when you’ve been traveling all day and phones are almost dead). The cottage is very rustic and not quite as comfortable as the pictures make it out to be. The bed is extremely firm so be aware if you have bad hips or back. There’s also glade plug ins in...
Romantic Stone Cottage Circa 1869-75 acres to Hike

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (54)
"Amazing! Hands down best Vrbo we have stayed at. From the beginning the communication with the property owners were phenomenal! Would rent again!"
The price is SAR 375
SAR 1,503 total
includes taxes & fees
27 Feb - 28 Feb
Terra Alta - Incredible River Views and Hot Tub!

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

10.0 out of 10, Exceptional, (10)
"First time using a rental service and Karen and Todd made it super easy. They were communicative before, during, and even after our stay. The house easily accommodated the 8 people in my party. "
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
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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Other property types in Philomont

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is SAR 1,031
SAR 1,469 total
includes taxes & fees
24 Feb - 25 Feb
18th Century Stone Cottage minutes from historic Middleburg

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (245)
"We stayed for three nights over a long weekend, arriving on Friday night and leaving Monday morning. 8 adults and six kids between 5 and 12. Check-in was easy. Location right next to the brewery was great. House is very big and well laid out. It does indeed have great views. A couple of things held this back from being 5 stars. First, the DirecTV did not work at first, which was important to us because of the NFL playoffs. We are grateful to Ben, the property manager, who worked hard on a...
Breathtaking views with an indoor private pool, come escape with us

Walk to Historic Harpers Ferry! Beautiful Views.

10.0 out of 10, Exceptional, (40)
"My friends and I enjoyed our stay. The space is exactly as advertised and was easy to find. It was very comfortable for our group of 4. We were able to check in early, which was great because the weather was bad, so we sadly did not get to enjoy much of Harper’s Ferry. The power went out in the town and we ended up leaving early because there was no heat or light. We were able to communicate with our host easily during this. "
Walk to Historic Harpers Ferry! Beautiful Views.
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.