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Compare 155 Vacation Homes in Delaplane with updated reviews, rates, and availability.

Outdoor fire place and patio
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (36)
"We visited for a friends weekend and loved our stay. The bedrooms and communal areas were comfortable and great for a party of 7. The hot tub and outdoor fireplace were a hit. The property was peaceful. We didn’t walk to winery bc it was raining but we did drive (a minute) there and that was a lovely winery trip. The host was proactive asking if we needed anything before and during our stay. She was helpful w recommendation for restaurants and kind to offer any help while we were there (which...
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Exterior
Cozy Country Getaway in the Heart of Upperville
10.0 out of 10, Exceptional, (1)
"The house was as advertised and very clean. The house instructions were clear and check out instructions where minimal. We had some slight confusion on working the thermostat and the bedrooms became much warmer in the evening, than the main areas. But as long as you knew that you could turn the temperature way down. Overall, the house was very comfortable and was a great location for us to spend two evenings during our visit."
Cozy Country Getaway in the Heart of Upperville
Exterior
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
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Gruner Bungalow
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Private kitchen
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
10.0 out of 10, Exceptional, (10)
"The three of us saw Anne Wilson, went to the Bible Museum, and went to Cornerstone Chapel in Leesburg. We enjoyed several Leesburg eateries: Buford Biscuits, Cowbell Kitchen, and Lightfoot, and Rebellion. We really wished we had more time in your beautiful home. It was so serene and peaceful to be out in the woods."
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
"Furniture","Indoors","Living Room","Home Decor","Lamp"
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
10.0 out of 10, Exceptional, (1)
"Great for lots of family and friends so everyone is together and not hotel room or hotel lobby hopping"
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
Berryville Vacation Rental | 3BR | 1BA | 2 Steps to Enter | 1,324 Sq Ft
Pet-Friendly Berryville Home: Walk to Main Street!
10.0 out of 10, Exceptional, (5)
"Great house, like brand new. Right around the corner from Main st which has nice coffee shops and a few eateries. Very nice place and location in Berryville for those visiting the valley or the mountains just across the Shenandoah River. Thanks"
Pet-Friendly Berryville Home: Walk to Main Street!
Harpers Ferry Vacation Rental | 3BR | 2BA | 2 Steps to Enter | 1,104 Sq Ft
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (7)
"The hosts received a notice that we had lost heat at the house. We actually did not, but they were out the next morning to check the furnace and brought two space heaters we did not have to use. Really enjoyed our stay."
Charming Home with Yard Near Shenandoah River!
Exterior
A unique mountaintop getaway overlooking Willow Croft Winery.
10.0 out of 10, Exceptional, (81)
"This is a lovely home in a beautiful location. The hosts were wonderful and friendly. We were attending a wedding at Stone Tower Winery and this is the prefect location - less than a mile from the winery (great for that late night drive home from the wedding)! The home is also very close to downtown Leesburg."
A unique mountaintop getaway overlooking Willow Croft Winery.
Property grounds
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
10.0 out of 10, Exceptional, (20)
"My family and I decided to book this home for our Easter holiday. I am so glad that we did! We absolutely loved this home. The downstairs was perfect for our kids, just the best hangout area for them to relax and have their own space. The fenced in yard and gated deck was perfect for our pup too. It was just so picturesque, and we really enjoyed the neighbor's chickens and herd of deer that'd visit daily. The house is about a 20-minute drive to Front Royal which we went to for dinner and is...
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Property grounds
10 Person House with Private Hot tub on Spectacular Rural Estate
9.8 out of 10, Exceptional, (65)
"We enjoyed our stay. Quite Nice view"
10 Person House with Private Hot tub on Spectacular Rural Estate
Exterior
Modern Townhome within walking distance of Old Town Winchester and attractions
10.0 out of 10, Exceptional, (4)
"John was super helpful and the place was lovely."
Modern Townhome within walking distance of Old Town Winchester and attractions
Room
Mountain Views in Buena Vista Farm - Entire Home
10.0 out of 10, Exceptional, (1)
"House and overall property was very clean and we really enjoyed it and the spring water was amazing"
Mountain Views in Buena Vista Farm - Entire Home
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (227)
"Fantastic spot to spend a few days. Incredible house, fantastic amenities, and a beautiful location."
Breathtaking views with an indoor private pool, come escape with us
the dome! sits on 3 acres in the woods in the Shannondale area of Harpers Ferry
Dome Of Your Dreams!
8.4 out of 10, Very Good, (42)
"We chose the Dome for our week long stay due to it's proximity to the state parks in northern Virginia, AND we'd choose to stay her again. We visited several new establishments, breweries, distilleries, and restaurants that have popped up or have missed since moving to central Virginia. We were out of the house everyday and then most nights came back and turned in for the evening. We couldn't zone out in front of the TV on the main living area because there isn't one. There is one downstairs...
Dome Of Your Dreams!
3 Penny Acres lies at the base of a Blue Ridge mountain next to a full stream.
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (15)
"We had a great time at this adorable farmhouse! Our family of 5 enjoyed cooked meals together at the table, tea and coffee every morning, and board games every night! Tom was extremely hospitable and made sure our stay was perfect!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Exterior
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (113)
"Neat little home built in the 1800’s. Home was neat and clean with everything we needed for our stay in the Leesburg area. A bit out of town, but it was only 15 minutes from our daughter’s house."
Historic and Updated Farmhouse Built in 1808
View from Lake Shannondale
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
10.0 out of 10, Exceptional, (1)
"We stayed at Loving Gallery & Studio last weekend with a group of 15 for our Mothers 90th Birthday The home is just beautiful and well laid out for large groups. There are 6 beautiful bedrooms plus sofa beds and all the possible amenities! Lots of wood for stoves, fireplaces & firepit, bathroom amenities, bottled water in each room, well stocked kitchen with spices and everything you could possibly need for cooking in your home away from home. There are also several beautiful outdoor spaces to...
The price is AED 4,995
AED 7,173 total
includes taxes & fees
28 May - 29 May
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Gather for magical nights under the stars with our newly built deck and patio
Pet-Friendly Retreat: Relax w/HotTub, Custom FirePit & Walk to Town/Trails!
10.0 out of 10, Exceptional, (4)
"The house was amazing! The hosts really went out of their way to be accommodating and have all the necessities big or small! You can explore the town or have a cozy night in!"
Pet-Friendly Retreat: Relax w/HotTub, Custom FirePit & Walk to Town/Trails!
View of the cabin from the kitchen
River Woods Retreat:5 minute walk to River, Hikes, 2 Fireplaces, Hottub, SP 10mi
10.0 out of 10, Exceptional, (34)
"Everything as advertised. Host went out of his way to orient us (videos, typed directions/instructions/info); quick to respond. Just enough development in the area to keep it country. SNP, SSP, Skyline drive all worth the trip."
The price is AED 735
AED 1,499 total
includes taxes & fees
27 May - 28 May
River Woods Retreat:5 minute walk to River, Hikes, 2 Fireplaces, Hottub, SP 10mi
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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.

Other property types in Delaplane

Outdoor fire place and patio
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (36)
"We visited for a friends weekend and loved our stay. The bedrooms and communal areas were comfortable and great for a party of 7. The hot tub and outdoor fireplace were a hit. The property was peaceful. We didn’t walk to winery bc it was raining but we did drive (a minute) there and that was a lovely winery trip. The host was proactive asking if we needed anything before and during our stay. She was helpful w recommendation for restaurants and kind to offer any help while we were there (which...
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Sunset on the porch
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, (265)
"The place is amazing, great view to the river, night view is gorgeous, my kids had a lot of fun here, we will come back"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Dining
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is AED 533
AED 1,210 total
includes taxes & fees
28 May - 29 May
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
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.

Recent reviews of Delaplane hotels
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