Steeles Tavern Holiday Rentals

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Holiday Rentals in Steeles Tavern

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (201)
"Nice stay"
The price is NZ$220
includes taxes & fees
30 Sept - 1 Oct
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, (34)
"Great property and host"
The price is NZ$393
includes taxes & fees
2 Oct - 3 Oct
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 NZ$528
includes taxes & fees
30 Sept - 1 Oct
Love Ridge Mountain Lodging

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, (293)
"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 NZ$420
includes taxes & fees
30 Sept - 1 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (230)
"Can’t wait to go back"
Rustic Mountain Retreat-Bear Paw

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 NZ$1,236
includes taxes & fees
27 Oct - 28 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

The Modern Mountain Condo

10.0 out of 10, Exceptional, (28)
"Ideal location for skiing at Wintergreen. "
The price is NZ$415
includes taxes & fees
30 Sept - 1 Oct
The Modern Mountain Condo

Lovely C.1890 Flat with Garden in Historic Downtown

9.8 out of 10, Exceptional, (67)
"Great location! Great stay!"
The price is NZ$412
includes taxes & fees
1 Oct - 2 Oct
Lovely C.1890 Flat with Garden in Historic Downtown

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

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

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

10.0 out of 10, Exceptional, (5)
The price is NZ$328
includes taxes & fees
30 Sept - 1 Oct
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

Whimsical Creekside Cabin

9.8 out of 10, Exceptional, (29)
"Had a very quiet relaxing stay "
The price is NZ$380
includes taxes & fees
30 Oct - 31 Oct
Whimsical Creekside Cabin

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (26)
"Very nice and relaxing...Will definitely reccommend to friends."
Cozy Cabin with private HOT TUB!

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

9.6 out of 10, Exceptional, (49)
"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

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

9.8 out of 10, Exceptional, (53)
"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

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 NZ$424
includes taxes & fees
30 Sept - 1 Oct
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 NZ$729
includes taxes & fees
5 Oct - 6 Oct
Autumn Ridge Cottages

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
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

Find out more about Steeles Tavern

Find out more about Steeles Tavern

Everything you need to know about Steeles Tavern holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Steeles Tavern holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Steeles Tavern holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Steeles Tavern holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Steeles Tavern. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Steeles Tavern holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Steeles Tavern holiday rentals we have selected for you start as low as NZ$220 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Steeles Tavern rentals

At Expedia, we put the best Steeles Tavern holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Steeles Tavern rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Steeles Tavern holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Steeles Tavern. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Steeles Tavern?

Yes, there are holiday rentals close to the most popular sights in Steeles Tavern, or you can select a more secluded option if you're looking for a relaxing stay. Steeles Tavern is known for its churches and restaurants.

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

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This holiday home rental outside of Steeles Tavern is located in the mountains, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 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 wider area, you’ll find Wintergreen Resort and Virginia Horse Center.

What are holiday rentals like in Steeles Tavern?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Steeles Tavern. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.