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Compare 141 Vacation Homes in Millwood 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!

9.2 out of 10, Wonderful, (12)
"The house was lovely and we wanted for nothing. I only want to report that the sink in the bathroom did not drain very well. Other suggestions, the bath tub should have better anti- slip coverage or a different product. Please include instructions on how to regulate the heat / air conditioner. "
Pet-Friendly Berryville Home: Walk to Main Street!

NEW LISTING! Mountain Chic Retreat by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (1)
"I grew up in Jeff Co, but never explored this area of the county. Great house very peaceful! Only feedback and down side was NO laundry machines on site. "
The price is SAR 567
SAR 1,693 total
includes taxes & fees
24 Nov - 25 Nov
NEW LISTING! Mountain Chic Retreat by RedAwning

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

9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us

Big Sunny Family House

10.0 out of 10, Exceptional, (24)
"Clean house with lots of space! Well stocked with all the necessities and little added extras that made for a wonderful stay for girls weekend! There were 4 of us and we had more house than we needed but loved it because we all had our own bedroom. Owners are very responsive. We had no issues and will definitely be back! Walking distance to town with shopping, restaurants, and wineries.short drive to hiking trails and more wineries! "
Big Sunny Family House

This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.

9.2 out of 10, Wonderful, (5)
"This cabin was much larger than expected. It was clean and comfortable with two big bedrooms and two full (big!) bathrooms. Easy access to Winchester and cute cows!"
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.

Mountain Getaway - 7 beds (2 King) - Large Common Area

10.0 out of 10, Exceptional, (9)
"This place was everything and more. We had quite a large group coming in for a weekend trip, and this place was able to fit all of us. The pictures do not do it justice because this place was beautiful, clean, and spacious. Would love to come back one day!"
Mountain Getaway - 7 beds (2 King) - Large Common Area

Charles Town Townhome: 9 Mi to Harpers Ferry

10.0 out of 10, Exceptional, (8)
"I spent a week in the property and thoroughly enjoyed my stay. The check-in process was very smooth and the home is immediately welcoming. The downstairs is modern and spacious. It is a very family friendly place that is equally suited for single or couple travelers. I love the intentionality of blending a play nook for kids into a gathering area for adults. The upstairs is very comfortable. The master bedroom features a king beg that seemingly hugs you while you sleep. The en suite bath...
Charles Town Townhome: 9 Mi to Harpers Ferry

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is SAR 687
SAR 1,955 total
includes taxes & fees
1 Dec - 2 Dec
Terra Alta - Incredible River Views and Hot Tub!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (29)
"Overall was beautiful. Very easy to communicate with the owner. The view was breathtaking. I’d definitely recommend this to my other families and friends. Thanks again for making our stay so pleasant. "
Modern Country House on the Shenandoah River

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (93)
"Yellowwood was the perfect house for six college friends who were visiting Middleburg for a friend’s wedding. The beds were comfortable, the house immaculate, and check in and out could not have been easier. The house is a split level, with a large family room down stairs and two bedrooms and a full bath. Upstairs there are two additional bedrooms, both with their own bathrooms. The space is clean and light and we very much enjoyed our stay. I would recommend to anyone who will be visiting the...
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Relax by the lake, wineries, hiking, history, casino fun just 16-min drive away

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! "
Relax by the lake, wineries, hiking, history, casino fun just 16-min drive away

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 529
SAR 1,083 total
includes taxes & fees
11 Dec - 12 Dec
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly

Indigo Blue modern open vibe on tree lined street

10.0 out of 10, Exceptional, (4)
"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, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Charming Home with Yard Near Shenandoah River!

9.8 out of 10, Exceptional, (14)
"Exceeded our expectation!!!!"
Charming Home with Yard Near Shenandoah River!
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 Millwood

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (289)
"We had a wonderful time in this cabin. It is very peaceful and quiet. The view is amazing and we loved watching all the wildlife. Perfect location to front royal and many wineries but staying in and enjoying the beautiful cabin and scenery was our favorite ! "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

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

9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (327)
"Amazing!!!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
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.