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Compare 154 Vacation Homes in Delaplane with updated reviews, rates, and availability.

Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
10.0 out of 10, Exceptional, (20)
"What a wonderful stay! This VRBO was perfectly clean and super homey. We loved the decor and welcoming touches. I stayed with my colleagues for a week of offsite meetings, so we appreciated the many bedrooms and bathrooms plus the open meeting space. The wifi was a bit slow at times for our purposes working remotely. I'm sure a more casual user wouldn't have any issues. The location was fantastic. So peaceful and secluded feeling, but in reality just a short drive to Purcellville and Leesburg....
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
Pet-Friendly Berryville Home: Walk to Main Street!
9.4 out of 10, Exceptional, (11)
"Sparking clean. Comfortable and has everything anyone would want for a relaxing stay in Berryville. "
Pet-Friendly Berryville Home: Walk to Main Street!
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
"The property was just as advertised but the images do not do the view justice. Everyone had a place to sleep and the house is so large, you never feel crowded with 12 adults staying there. Communication with the property management was great, we had a small issue with a sink and they were very respondent and resolved the issue the next morning. "
Breathtaking views with an indoor private pool, come escape with us
Big Sunny Family House
10.0 out of 10, Exceptional, (22)
"This was a girls’ trip for a homesteaders conference. We enjoyed the spacious living spaces; the pictures just don’t give them justice. We had meals around the large dining table, then moved into the large living room for further conversation and fellowship. The bedrooms were great also. The neighborhood hosts several restaurants and coffee shops. Just a great experience! "
Big Sunny Family House
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.
9.0 out of 10, Wonderful, (4)
"A wonderful cabin with great views of the farm. We loved seeing the cows and goats and the occasional visit from the peacock. The hosts are Amazing."
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
9.8 out of 10, Exceptional, (80)
"We were very happy staying at this beautiful home. We were there for just one night, and wished we had made it a longer stay. The home is incredibly comfortable with beautiful art on the walls. The only drawback is that it’s pretty far away from stores and restaurants, so be sure to pack provisions with you so you don’t have to make any extra trips. Communications with the owner and checking into the home was extremely easy!"
The price is SAR 770
SAR 1,598 total
includes taxes & fees
6 Nov - 7 Nov
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (29)
"Birds chirping, nice breezes and stunning views! Adventures down to the river and room for us all in the great room! Would love to go back!"
Modern Country House on the Shenandoah River
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi
10.0 out of 10, Exceptional, (43)
"Beautiful cabin in a secluded area perfect for an escape from the hustle. Loved relaxing in the hot tub and sitting by the fire place. I would definitely recommend for a relaxing and recharging cabin experience. "
The price is SAR 751
SAR 1,541 total
includes taxes & fees
6 Nov - 7 Nov
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
10.0 out of 10, Exceptional, (91)
"We rented both of Missy‘s properties and went back-and-forth between them. She was super helpful and accommodating, and the properties were fantastic. Can’t say enough! "
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area
9.8 out of 10, Exceptional, (50)
"Perfect house for my family. Perfect location for my granddaughter’s wedding. Only 1.2 miles The house was so well equipped with everything anyone would want or need. Loved the yard and all the surroundings. "
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area
Mountain Lake Retreat wineries, hot tub, pets, fenced yard, fire pit, restaurant
10.0 out of 10, Exceptional, (7)
"We had a wonderful time at the house! Took advantage of the hot tub and bon fire pit. It was an amazing way to end the days. The fenced in yard was amazing for our doggies and they loved the property as well. :) The third bed (downstairs) is more of a loft bed, so keep that in mind. My friend is very tiny so it wasn't an issue for her, but my mom wouldn't have been able to get into the space. FANTASTIC SPOT! "
Mountain Lake Retreat wineries, hot tub, pets, fenced yard, fire pit, restaurant
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
10.0 out of 10, Exceptional, (29)
"Beautiful cozy home with a fantast view. Fenced in deck (our dog loved it as well as the fenced in yard)! Great location for day hikes! "
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Sunny Front Royal Vacation Rental w/ Hot Tub!
9.8 out of 10, Exceptional, (7)
"A great property, beautifully decorated and furnished, located in a bucolic setting with a magnificent view of the mountains and skyline. Can't say enough how nice!"
Sunny Front Royal Vacation Rental w/ Hot Tub!
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
8.6 out of 10, Excellent, (4)
"Home differed slightly from photos rugs were not included and house paint colors are different than what's listed on VRBO. Great scenery and wildlife views. Some small issues with cleanliness in the bathroom upon arrival. Noisy neighborhood (dogs barking, lots of loud trucks and 4-wheelers tearing up the gravel road outside). Grooves in gravel road + driveway not easy for a small car or sedan to get through. I would recommend outdoor lighting by the porch entry. Was difficult to navigate walking...
The price is SAR 511
SAR 1,057 total
includes taxes & fees
18 Nov - 19 Nov
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
Newly renovated Farm cottage with Mountain views
9.8 out of 10, Exceptional, (25)
"The cottage was very charming and outfitted for maximum relaxation. We would definitely stay there again."
Newly renovated Farm cottage with Mountain views
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River
10.0 out of 10, Exceptional, (13)
"We had such a wonderful stay. The most comfortable beds ever and the place was perfect for our small group. (would accommodate many more). Our dogs loved playing in the fully fenced yards (yes there are 2) and exploring along the grounds. We came at the perfect time to see all the leaves changing colors. We didn't go out much but it was nice having the piece of mind that if we needed anything stores were not far away. "
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River
Indigo Blue modern open vibe on tree lined street
10.0 out of 10, Exceptional, (3)
"The house was super charming and had lots of cool old-timey features that made it feel like stepping back in time. The neighborhood itself added to the old-town vibe. It was a huge house, perfect for a big family. "
Indigo Blue modern open vibe on tree lined street
Charming 2-bedroom house with WiFi, AC, Gorgeous Views in serene Middletown
2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was nice & clean & the host was great to work with. We really enjoyed the stay & you must try the restaurant next door. It is delish. Hope to stay again."
Charming 2-bedroom house with WiFi, AC, Gorgeous Views in serene Middletown
Linden Family Home w/ Yard < 5 Mi to Wineries!
2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and quaint property. Beautiful sunset skies. Dogs have plenty of space to stretch their legs on the gorgeous grass."
Linden Family Home w/ Yard < 5 Mi to Wineries!
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (24)
"This property was absolutely breathtaking! Nestled in the heart of the mountains, it was the perfect getaway to experience nature at its finest. From the moment we arrived, we were in awe of the surroundings. The home itself was impeccably clean, with every detail taken care of, making it feel so warm and welcoming. The Halloween decorations were a perfect touch for this fall getaway! The mountain views were spectacular, and with the fall season in full swing, we were treated to vibrant colors...
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
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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Family Farmhouse & Huge Yard with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (43)
"Wonderful house and grounds for a family wedding."
Family Farmhouse & Huge Yard with a PRIVATE TRAIL WALK TO WINE!
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
"The property was just as advertised but the images do not do the view justice. Everyone had a place to sleep and the house is so large, you never feel crowded with 12 adults staying there. Communication with the property management was great, we had a small issue with a sink and they were very respondent and resolved the issue the next morning. "
Breathtaking views with an indoor private pool, come escape with us
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.6 out of 10, Exceptional, (286)
"Nice rustic getaway. Cabin was clean and fully equipped. Did have a few maintenance issues that the owner did rectify promptly. Beautiful views, well maintained property. We enjoyed the fireplace, everything you need to build & maintain a fire is"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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.