Steeles Tavern Vacation Rentals

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Vacation Rentals in Steeles Tavern

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (200)
"Nice stay"
The price is ¥17,042
¥18,968 total
includes taxes & fees
Sep 28 - Sep 29
Valley Extended Suites

Wow! What A View!

10.0 out of 10, Exceptional, (53)
"Property was gorgeous with amazing mountain views! Comfortable beds, beautiful kitchen and large living room for relaxing. Great location. Can’t wait to stay here again!"
Wow! What A View!

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

10.0 out of 10, Exceptional, (33)
"Great property and host"
The price is ¥21,676
¥33,912 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (244)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is ¥31,730
¥44,601 total
includes taxes & fees
Sep 29 - Sep 30
Love Ridge Mountain Lodging

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (62)
"Loved our stay - the house, location, and amenities were perfect for us!"
The price is ¥59,796
¥106,603 total
includes taxes & fees
Oct 27 - Oct 28
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (229)
"Can’t wait to go back"
Rustic Mountain Retreat-Bear Paw

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

10.0 out of 10, Exceptional, (327)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

9.0 out of 10, Wonderful, (292)
"Beautiful location and million dollar views are so true. The condo was clean and comfortable. Will stay again and recommend to everybody. "
The price is ¥15,696
¥36,261 total
includes taxes & fees
Sep 29 - Sep 30
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

10.0 out of 10, Exceptional, (5)
The price is ¥14,949
¥28,451 total
includes taxes & fees
Sep 28 - Sep 29
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

Whimsical Creekside Cabin

10.0 out of 10, Exceptional, (28)
"Had a very quiet relaxing stay "
The price is ¥7,131
¥23,735 total
includes taxes & fees
Sep 29 - Sep 30
Whimsical Creekside Cabin

Upscale and Family-Friendly in Wintergreen

9.6 out of 10, Exceptional, (24)
"We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!"
Upscale and Family-Friendly in Wintergreen

Lovely C.1890 Flat with Garden in Historic Downtown

9.8 out of 10, Exceptional, (67)
"Great location! Great stay!"
The price is ¥24,890
¥35,508 total
includes taxes & fees
Sep 29 - Sep 30
Lovely C.1890 Flat with Garden in Historic Downtown

The Modern Mountain Condo

10.0 out of 10, Exceptional, (28)
"Ideal location for skiing at Wintergreen. "
The price is ¥14,967
¥36,283 total
includes taxes & fees
Sep 28 - Sep 29
The Modern Mountain Condo

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (48)
"We had the best weekend! Loved Lake Monocan and Devil’s Knob Spa. Also visited Three Notched and Devil’s Backbone. Condo worked very well. Beds were so comfortable and we lived kicking back on the patio. Will definitely rent again since it’s so close. Thanks for great communications!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (80)
"Everything was perfect "
The price is ¥17,490
¥39,619 total
includes taxes & fees
Oct 1 - Oct 2
Wintergreen. Sunset Vista Villa - Sea of Mountains

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort

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

9.6 out of 10, Exceptional, (136)
"Very clean place and very accommodating host"
The price is ¥16,473
¥37,335 total
includes taxes & fees
Sep 28 - Sep 29
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Autumn Ridge Cottages

2.5 star property
9.0 out of 10, Wonderful, (180)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
The price is ¥39,615
¥62,912 total
includes taxes & fees
Sep 28 - Sep 29
Autumn Ridge Cottages

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

9.8 out of 10, Exceptional, (52)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
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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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?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This vacation home rental near Steeles Tavern is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.