Steeles Tavern Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Steeles Tavern vacation rentals

Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop
Valley Extended Suites

Apartment in Fishersville

Valley Extended Suites
3.0 star property
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 ￥17,877
￥19,897 total
includes taxes & fees
Dec 14 - Dec 15
Valley Extended Suites
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Montebello

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ￥27,889
￥40,728 total
includes taxes & fees
Dec 11 - Dec 12
Love Ridge Mountain Lodging
Miscellaneous
Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!

Condo in Wintergreen

Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!
10.0 out of 10, Exceptional, (253)
"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!!
Terrace/patio
New Build! Log Cabin with Hot Tub in Wintergreen

Cabin in Chestnut Springs

New Build! Log Cabin with Hot Tub in Wintergreen
10.0 out of 10, Exceptional, (4)
"Well appointed kitchen, beautiful cabin!"
United States
Curtis
The price is ￥82,331
￥159,731 total
includes taxes & fees
Jan 7 - Jan 8, 2026
New Build! Log Cabin with Hot Tub in Wintergreen
Exterior
Wow! What A View!

Condo in Wintergreen Resort

Wow! What A View!
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!
Exterior
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Cabin in Montebello

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
10.0 out of 10, Exceptional, (44)
"Nice quiet set of new cabins. Solid set of amenities. Really enjoyed our stay."
United States
Jesse C.
The price is ￥22,739
￥35,222 total
includes taxes & fees
Dec 11 - Dec 12
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Property grounds
Whimsical Creekside Cabin

Cabin in Vesuvius

Whimsical Creekside Cabin
9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ￥12,702
￥30,918 total
includes taxes & fees
Dec 15 - Dec 16
Whimsical Creekside Cabin
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Condo in Roseland

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (302)
"Great view!!"
United States
Suzanne W.
The price is ￥13,973
￥35,065 total
includes taxes & fees
Dec 15 - Dec 16
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Outdoor dining
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Condo in Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
9.8 out of 10, Exceptional, (8)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Dining
Rustic Mountain Retreat-Bear Paw

Cabin in Montebello

Rustic Mountain Retreat-Bear Paw
9.8 out of 10, Exceptional, (236)
"The river access is top notch. Great location near a bunch of hikes. A perfect, peaceful spot for a weekend. "
United States
John M.
Rustic Mountain Retreat-Bear Paw
Fridge, microwave, oven, stovetop
2min to Ski Hot Tub EV Charger Mountain View DogOK

Vacation Home in Wintergreen Resort

2min to Ski Hot Tub EV Charger Mountain View DogOK
10.0 out of 10, Exceptional, (17)
"Had a wonderful weekend stay! Close to the slopes and great location!"
United States
WR Q.
2min to Ski Hot Tub EV Charger Mountain View DogOK
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Condo in Roseland

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (336)
"Great stay, highly recommended"
United States
Jeffrey E.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Property grounds
Large and Luxurious Exec 5BR Chalet

Vacation Home in Pedlars Edge

Large and Luxurious Exec 5BR Chalet
10.0 out of 10, Exceptional, (250)
"Perfect location for family ski trip"
United States
Angie S.
Large and Luxurious Exec 5BR Chalet
Pool
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Condo in Roseland

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
The price is ￥19,132
￥41,209 total
includes taxes & fees
Dec 14 - Dec 15
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds
Cozy Cabin with private HOT TUB!

Cabin in Nellysford

Cozy Cabin with private HOT TUB!
10.0 out of 10, Exceptional, (30)
"This location was a nice place to relax and enjoy family time."
United States
Melissa H.
Cozy Cabin with private HOT TUB!
Fridge, microwave, oven, stovetop
Hiker’s paradise! Come relax this summer!!!

Vacation Home in Roseland

Hiker’s paradise! Come relax this summer!!!
10.0 out of 10, Exceptional, (36)
"Best place we have stayed around wintergreen hands down."
United States
Allen M.
Hiker’s paradise! Come relax this summer!!!
Exterior
Alone Mill Schoolhouse - A paradise for outdoor lovers

Vacation Home in Lexington

Alone Mill Schoolhouse - A paradise for outdoor lovers
9.6 out of 10, Exceptional, (211)
"Wonderful stay!"
United States
Lindsey C.
Alone Mill Schoolhouse - A paradise for outdoor lovers
Smart TV, fireplace, video games, books
The newest and largest edition to the Wintergreen Retreat portfolio!

Vacation Home in Wintergreen Resort

The newest and largest edition to the Wintergreen Retreat portfolio!
9.8 out of 10, Exceptional, (47)
"Beautiful property, well maintained. Perfect for a large group."
United States
Kenneth H.
The newest and largest edition to the Wintergreen Retreat portfolio!
Interior
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Condo in Wintergreen Resort

Wintergreen. Sunset Vista Villa - Close to the ski slopes
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 ￥18,227
￥40,938 total
includes taxes & fees
Dec 14 - Dec 15
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Fridge, microwave, oven, stovetop
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Cottage in Roseland

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
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 ￥31,364
￥69,189 total
includes taxes & fees
Dec 11 - Dec 12
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
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 Steeles Tavern Hotel Reviews

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

10/10 Excellent
"Nice Room and staff."
Rita 1-night trip
Posted 2 days ago
Days Inn by Wyndham Waynesboro

Find out more about Steeles Tavern

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Frequently asked questions

Can I find vacation rentals in Steeles Tavern?

Yes, we offer vacation rentals close to well known sights in Steeles Tavern, or you can select a secluded option if you want a relaxing place to stay. Steeles Tavern is known for its churches and restaurants.

What are some of the best vacation home rentals that Steeles Tavern has to offer?

Large and Luxurious Exec 5BR Chalet: This vacation home rental near Steeles Tavern 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 can I see and do in Steeles Tavern?

While you're exploring the area, Crabtree Falls and Sherando Lake Recreation Area are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Wintergreen Resort and Virginia Horse Center.

What are vacation rentals like in Steeles Tavern?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Steeles Tavern. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for families.