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Winchester Vacation Rentals

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Vacation Rentals in Winchester

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

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

Front Royal, VA
Situated on the waterfront, this historic cabin is within 6 mi (10 km) of Skyline Caverns, Glen Manor Vineyards, and Shenandoah National Park. Blue Ridge Arts ...
4.8/5Exceptional! (122 reviews)
Cozy cabin, stunning vista
"The cabin sits on a cliff overlooking the river - the view is absolutely incredible. We spent our evenings watching the sunset over the mountains and our nights by the fireplace. We hiked in the national park during the day and got terrific take-out dinners in Front Royal. We saw a mouse our first ..."

Reviewed on Apr 5, 2021

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River

Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River

Front Royal, VA
Situated on the waterfront, this historic cabin is within 6 mi (10 km) of Skyline Caverns, Glen Manor Vineyards, and Shenandoah National Park. Warren Rifles ...
4.5/5Wonderful! (118 reviews)
Relaxing
"The cabin came as advertised. My wife, dog, and I enjoyed our time. The Shenandoah River below, the surrounding trees, and nature were very relaxing. There are plenty of nearby trails and caves worth exploring as well. Highly recommended."

Reviewed on Apr 19, 2021

Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River
Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia

Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia

Front Royal, VA
Situated in the mountains, this cabin is 4 mi (6.4 km) from Sky Meadows State Park and within 12 mi (20 km) of Tuckers Lane Trailhead and Front Royal Visitor's ...
4.6/5Wonderful! (15 reviews)
Girls wine tour 2020
"Beautiful quiet charming location! Plenty of space for 6 women. We enjoyed the hot tub every night! Great value! Short drive to wineries, beautiful views! We did have to clean up after animals got into the garbage under the deck but I believe locking cans could help. Would return again! Tom was prompt ..."

Reviewed on Oct 13, 2020

Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia
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APM Executive Suites

APM Executive Suites

3 out of 5
2971 Valley Ave, Winchester, VA
Situated near the airport, this apartment building is 0.7 mi (1.1 km) from The Kernstown Battlefield and within 3 mi (5 km) of Apple Blossom Mall and Abram's ...
4/5Very Good! (15 reviews)
"It was a convenient location for us to catch up on old times considering the corona restrictions."

Reviewed on Apr 28, 2020

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

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

Front Royal, VA
Situated on the waterfront, this historic cabin is within 6 mi (10 km) of Skyline Caverns, Glen Manor Vineyards, and Front Royal Entrance Shenandoah National ...
4.7/5Exceptional! (160 reviews)
Beautiful location
"Beautiful view from the cabin. The cabin itself was nice but very dusty, needs a good cleaning and fresh new rugs, curtains etc. Beds not very comfortable, wifi was in and out and make sure you bring charcoal for the grill because none is provided and that's not specified. It was nice that it was ..."

Reviewed on Apr 12, 2021

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Hot Tub Heaven #4 - Vacation Cabin for Rent in Front Royal, Virginia

Hot Tub Heaven #4 - Vacation Cabin for Rent in Front Royal, Virginia

Front Royal, VA
Situated on a river, this cabin is 5.5 mi (8.8 km) from Sky Meadows State Park and within 12 mi (20 km) of Tuckers Lane Trailhead and Bing Crosby Stadium. Front ...
3.4/5 (5 reviews)
Perfect getaway
"Absolutely beautiful cabin and location is breath taking! Everything was clean and beds and linens were so soft! Although it rained the entire weekend, it was still so homey feeling! We will definitely be coming back! Best weekend getaway we have ever had!"

Reviewed on Aug 31, 2020

Hot Tub Heaven #4 - Vacation Cabin for Rent in Front Royal, Virginia
Cottage w 2 Private Lakes & River Access, Fire Pit

Cottage w 2 Private Lakes & River Access, Fire Pit

Front Royal, VA
The price is $69 per night from Apr 21 to Apr 22
Situated in Front Royal, this cottage is within 12 mi (20 km) of Sky Meadows State Park, Tuckers Lane Trailhead, and Burwell-Morgan Mill. Duvall Designs Gallery ...
5/5Exceptional! (5 reviews)
A relaxing birthday getaway!
"Tony was a fabulous host and was very communicative and helpful throughout the entire checking in, and he answered any questions that my partner and I had! The property itself is very well-maintained and has adorable decorating, the detail and care that went into this lovely home is evident. If you ..."

Reviewed on Apr 17, 2021

Cottage w 2 Private Lakes & River Access, Fire Pit
Celebration Retreat

Celebration Retreat

5 out of 5
440 Scenic Overlook Dr, Front Royal, VA
Situated in Front Royal, this luxury vacation home is within 6 mi (10 km) of Tuckers Lane Trailhead, Front Royal Visitor's Center, and Blue Ridge Arts Council ...
Celebration Retreat
The Outpost: a Rustic Respite in the Shenandoah Valley - 4 Tesla Bikes For Use

The Outpost: a Rustic Respite in the Shenandoah Valley - 4 Tesla Bikes For Use

Berryville, VA
This family-friendly Berryville vacation home is within 1 mi (2 km) of The Fire House Gallery and Barns of Rose Hill. Mackintosh Fruit Farm and Veramar Vineyard ...
4.3/5Excellent! (8 reviews)
Cute rustic getaway !
"Beautiful, well decorated home. Old farmhouse feel with updated applicants and clean, comfortable beds. Great for large groups. Very aesthetically pleasing outside and in! Would definitely recommend."

Reviewed on Apr 12, 2021

The Outpost: a Rustic Respite in the Shenandoah Valley - 4 Tesla Bikes For Use
Franklin Manor

Franklin Manor

4 out of 5
10684 Stonewall Jackson Hwy, Front Royal, VA
Situated in Front Royal, this cabin is within 1 mi (2 km) of Skyline Caverns and Shenandoah National Park. Front Royal Entrance Shenandoah National Park and ...
Franklin Manor
Weddings at Highholdborne

Weddings at Highholdborne

3.5 out of 5
19729 Ridgeside Rd, Bluemont, VA
Situated in Blue Ridge, this villa is 3.5 mi (5.6 km) from Bluemont Vineyard and within 12 mi (20 km) of Veramar Vineyard and Holy Cross Abbey. Fireman's Field ...
Weddings at Highholdborne
Secluded River Cabin Getaway

Secluded River Cabin Getaway

Strasburg, VA
Situated in the mountains, this historic vacation home is within 6 mi (10 km) of Natural Art Garden Center, Strasburg Theater, and Strasburg Town Hall. Strasburg ...
5/5Exceptional! (7 reviews)
Weekend away
"We were impressed with how it was laid out. Perfect get away. The lane up to the cabin is a bit steep, but other than that it was perfect. There were games for all ages. We were also impressed with the communication from our host. Very quick to respond."

Reviewed on Apr 12, 2021

Secluded River Cabin Getaway
Mountainside Manor. Highholdborne Estate

Mountainside Manor. Highholdborne Estate

Bluemont, VA
Situated in the mountains, this romantic vacation home is 3.2 mi (5.2 km) from Bluemont Vineyard and within 12 mi (20 km) of Veramar Vineyard and Holy Cross ...
Mountainside Manor. Highholdborne Estate
Country Elegance Overlooking the Legendary Shenandoah River

Country Elegance Overlooking the Legendary Shenandoah River

Front Royal, VA
Located on the waterfront, this family-friendly cabin is within 9 mi (15 km) of Blue Ridge Shadows Golf Club, Dinosaur Land, and Jackson's Chase Golf Course. ...
5/5Exceptional! (51 reviews)
Lovely stay
"Property was as advertised and lovely break from the city. Rose was easily accessible for questions. Loved sitting out on the deck to watch the birds early in the morning."

Reviewed on Mar 27, 2021

Country Elegance Overlooking the Legendary Shenandoah River
4 bedroom accommodation in Front Royal

4 bedroom accommodation in Front Royal

Front Royal, VA
Situated in Front Royal, this cabin is within 1 mi (2 km) of Skyline Caverns and Shenandoah National Park. Front Royal Entrance Shenandoah National Park and ...
4 bedroom accommodation in Front Royal
The Nest in Chester Gap

The Nest in Chester Gap

Front Royal, VA
This family-friendly Front Royal vacation home is located in the mountains, 1.3 mi (2.2 km) from Chester Gap Cellars, and within 9 mi (15 km) of Skyline Caverns ...
5/5Exceptional! (59 reviews)
Excellent cozy home
"Third time staying at the Nest...can’t get enough of it! Very relaxing and home is magnificent. We can’t wait to visit again!"

Reviewed on Apr 18, 2021

The Nest in Chester Gap
Royal A-framehot Tubtreetopswoodstovefastwifi

Royal A-framehot Tubtreetopswoodstovefastwifi

Front Royal, VA
Situated on a river, this cabin is within 12 mi (20 km) of Sky Meadows State Park, Burwell-Morgan Mill, and Duvall Designs Gallery. Paris Barns and State Arboretum ...
5/5Exceptional! (1 review)
Perfect house and most beautiful sunsets!
"We had a wonderful time at this home for a long weekend with our toddler. We highly recommend it."

Reviewed on Apr 12, 2021

Royal A-framehot Tubtreetopswoodstovefastwifi
Quiet Mountain Getaway Minutes From Hiking and Wineries!

Quiet Mountain Getaway Minutes From Hiking and Wineries!

Bluemont, VA
Situated in Bluemont, this vacation home is within 9 mi (15 km) of Veramar Vineyard, Holy Cross Abbey, and Bluemont Vineyard. The Fire House Gallery and Barns ...
4.7/5Exceptional! (19 reviews)
Very nice place
"The place was very clean and up to date! It was perfect for our short weekend stay and had everything we needed. The pictures of the outside could misreprent how secluded the property really is as the neighbors on one side are very close (10 ft maybe) and the river we could not see from the property. ..."

Reviewed on Apr 15, 2021

Quiet Mountain Getaway Minutes From Hiking and Wineries!
Ashby s Gap Retreat in Historic Paris, VA

Ashby s Gap Retreat in Historic Paris, VA

Paris, VA
Situated in Paris, this vacation home is within 1 mi (2 km) of Paris Barns and Sky Meadows State Park. Burwell-Morgan Mill and Duvall Designs Gallery are also ...
4.7/5Exceptional! (16 reviews)
Great place to decompress!
"Pros: Beautiful historical house in the middle of stunning farmland countryside. Comfortable rooms, great fireplace, wonderful scenery. Cons: Ran out of hot water one day when 3 of us took showers in the morning. Water heater may not large enough for larger groups."

Reviewed on Apr 13, 2021

Ashby s Gap Retreat in Historic Paris, VA
Historic Cottage in Bluemont Village - VA Wine Country

Historic Cottage in Bluemont Village - VA Wine Country

Bluemont, VA
Situated in the mountains, this historic vacation home is 2.1 mi (3.4 km) from Bluemont Vineyard and within 6 mi (10 km) of Veramar Vineyard and Holy Cross Abbey. ...
5/5Exceptional! (5 reviews)
Excellent weekend get away
"This was an excellent place to stay if you want to be close to wine country (Bluemont vineyard, bear chase, etc). The host was extremely communicative and I have to say this was one of the most well equipped vrbo/Airbnb’s I have ever stayed in. It was loaded with everything you need. Typically I’m ..."

Reviewed on Apr 15, 2021

Historic Cottage in Bluemont Village - VA Wine Country
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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.

Large Group Rentals Winchester

Weddings at Highholdborne

Weddings at Highholdborne

3.5 out of 5
19729 Ridgeside Rd, Bluemont, VA
Weddings at Highholdborne
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.

Large Group Cabins Winchester

Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River

Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River

Front Royal, VA
Rustic Mountain Log Cabin Perched on a Cliff Side Above the Shenandoah River
Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia

Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia

Front Royal, VA
Hot Tub Heaven #9 - Vacation Cabin for Rent in Linden, Virginia
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.

Vacation Rentals in Winchester

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