Stuarts Draft Vacation Rentals

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Our top choices for Stuarts Draft vacation rentals

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is ¥17,671
¥19,668 total
includes taxes & fees
Dec 17 - Dec 18
Valley Extended Suites

Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!

Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!
Wintergreen
10.0 out of 10, Exceptional, (255)
"Stayed 3 nights for a wedding at Wintergreen. Wonderful place with spectacular views "
United States
Michael S.
Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Montebello
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ¥27,845
¥40,571 total
includes taxes & fees
Dec 17 - Dec 18
Love Ridge Mountain Lodging

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Montebello
10.0 out of 10, Exceptional, (46)
"Nice quiet set of new cabins. Solid set of amenities. Really enjoyed our stay."
United States
Jesse C.
The price is ¥22,476
¥34,815 total
includes taxes & fees
Dec 17 - Dec 18
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen
Chestnut Springs
10.0 out of 10, Exceptional, (4)
"Well appointed kitchen, beautiful cabin!"
United States
Curtis
The price is ¥81,380
¥167,984 total
includes taxes & fees
Jan 7 - Jan 8, 2026
New Build! Log Cabin with Hot Tub in Wintergreen

Wow! What A View!

Wow! What A View!
Wintergreen Resort
10.0 out of 10, Exceptional, (55)
"Very clean, very comfortable, easy to access - we honestly didn't want to leave."
United States
Josh W.
Wow! What A View!

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (303)
"Great view!!"
United States
Suzanne W.
The price is ¥13,811
¥34,485 total
includes taxes & fees
Dec 17 - Dec 18
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Wintergreen Resort
9.8 out of 10, Exceptional, (59)
"Good location. Great view. "
United States
Elizabeth G.
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is ¥54,254
¥60,928 total
includes taxes & fees
Dec 17 - Dec 18
Afton Mountain Vineyards

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (34)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
The price is ¥14,614
¥36,081 total
includes taxes & fees
Dec 17 - Dec 18
The Modern Mountain Condo

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
9.8 out of 10, Exceptional, (40)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ¥9,068
¥26,542 total
includes taxes & fees
Dec 17 - Dec 18
Whimsical Creekside Cabin

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
The price is ¥18,911
¥41,256 total
includes taxes & fees
Jan 5 - Jan 6, 2026
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Mountain Views in Wintergreen

Mountain Views in Wintergreen
Laurel Ridge
10.0 out of 10, Exceptional, (9)
"We had a great trip! The house was beautiful with so much space! We loved using the hot tub at night. The host was helpful and responsive to all my questions. Would be happy to book this house again."
United States
Kara S.
Mountain Views in Wintergreen

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Charlottesville
10.0 out of 10, Exceptional, (255)
"We can’t wait to get back! Our cups are full - thank you for everything!"
United States
Ann Miller W. M.
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (92)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
The price is ¥27,902
¥53,094 total
includes taxes & fees
Dec 21 - Dec 22
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Roseland
10.0 out of 10, Exceptional, (68)
"Stunning scenic getaway! Perfect setting, beautiful decor, high end amenities, gracious host, serene outdoor spaces. One of best places we’ve stayed. Highly recommend."
United States
Diane L.
The price is ¥31,002
¥68,220 total
includes taxes & fees
Dec 21 - Dec 22
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
Wintergreen Resort
10.0 out of 10, Exceptional, (303)
"Large well appointed home. Perfect for our family who likes to hang out and cook together and play games in the evening. Beautiful area! Recommended!"
United States
Kristen S.
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Wintergreen Resort
9.8 out of 10, Exceptional, (8)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Roseland
10.0 out of 10, Exceptional, (336)
"A nice, comfortable ski lodge in a beautiful area."
United States
Christopher B.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Dragon's Back, 9BR 10BA in Wintergreen

Dragon's Back, 9BR 10BA in Wintergreen
Wintergreen Resort
The price is ¥325,521
¥503,080 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Dragon's Back, 9BR 10BA in Wintergreen
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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Top Stuarts Draft Hotel Reviews

Find out more about Stuarts Draft

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Frequently asked questions

Can I find vacation rentals in Stuarts Draft?

Yes, we offer vacation rentals near the most popular attractions in Stuarts Draft, or you can go with a more secluded option if you're looking for relaxation. Stuarts Draft is known for its restaurants and shopping. Make sure you have time to check out the parks and museums during your trip.

What's the top vacation rental in Stuarts Draft?

Large and Luxurious Exec 5BR Chalet: Visitors like this Stuarts Draft vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Stuarts Draft?

George Washington National Forest and Schneider Community Park are a couple of lovely local spots to get outside and enjoy nature. Windmill Square and Bunker Valley Golf Range are other places to visit while you're in town.

What’s a vacation rental in Stuarts Draft like?

Vacation rentals are private properties where you can stay for a couple of days or more in Stuarts Draft. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.