Steeles Tavern Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Steeles Tavern holiday rentals

Property grounds
Whimsical Creekside Cabin

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (41)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is HK$661
HK$1,587 total
includes taxes & fees
21 Jan - 22 Jan 2026
Whimsical Creekside Cabin
Private kitchen
Valley Extended Suites

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 HK$887
HK$987 total
includes taxes & fees
29 Dec - 30 Dec
Valley Extended Suites
Living area
Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is HK$614
HK$684 total
includes taxes & fees
2 Jan - 3 Jan 2026
Affordable Suites of America Waynesboro
Exterior
The Firefly Springhouse

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (44)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is HK$644
HK$890 total
includes taxes & fees
26 Dec - 27 Dec
The Firefly Springhouse
Property grounds
Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (23)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is HK$762
HK$1,766 total
includes taxes & fees
3 Jan - 4 Jan 2026
Blair's Vintage Apartment Nestled in Wine Country
Outdoor dining
Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
Escape to the Blue Ridge Mountains at Wine-tergreen!
1 bedroom, pillow-top beds, individually decorated
Autumn Ridge Cottages

Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (180)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
The price is HK$2,139
HK$3,363 total
includes taxes & fees
7 Jan - 8 Jan 2026
Autumn Ridge Cottages
Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Montebello
10.0 out of 10, Exceptional, (14)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is HK$1,042
HK$1,637 total
includes taxes & fees
7 Jan - 8 Jan 2026
Love Ridge Mountain Lodging
Exterior
The Serendipity Suite

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
United States
Jennifer
The price is HK$692
HK$1,242 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Serendipity Suite
Property grounds
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista
9.0 out of 10, Wonderful, (33)
"I didn’t realize that this was an entire house with full kitchen, and two bedrooms. A wonderful place near Buena Vista and Lexington."
United States
Matthew
The price is HK$973
HK$2,027 total
includes taxes & fees
26 Dec - 27 Dec
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Fridge, microwave, oven, dishwasher
Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
2.0 star property
Roseland
8.4 out of 10, Very good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is HK$894
HK$2,271 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bluebird Cottage: Near 151 + Appalachian Trail
Fridge, microwave, oven, stovetop
Sweet Upstairs’s apartment right next to Southern Virginia University.

Sweet Upstairs’s apartment right next to Southern Virginia University.

Sweet Upstairs’s apartment right next to Southern Virginia University.
Buena Vista
10.0 out of 10, Exceptional, (24)
"Just as described. Cozy spot to spend a few days while we attended a wedding and visited family. "
United States
Lorrie H.
The price is HK$770
HK$1,117 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sweet Upstairs’s apartment right next to Southern Virginia University.
Fridge, microwave, oven, stovetop
NEW! The Nest near Goshen Pass

NEW! The Nest near Goshen Pass

NEW! The Nest near Goshen Pass
2.0 star property
Rockbridge Baths
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! There were many nice touches that made this property stand out - well-stocked kitchen, walk in shower with Native products, built in fireplace, a welcome basket. We cooked dinner one night and had everything we needed. Check in process/communication were smooth. Lee and Ian could not have been nicer. Would highly recommend for a small group or couple!"
United States
Meghan O.
The price is HK$972
HK$1,838 total
includes taxes & fees
4 Jan - 5 Jan 2026
NEW! The Nest near Goshen Pass
Terrace/patio
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Lexington
10.0 out of 10, Exceptional, (14)
"Great for trip to Lexington!"
United States
Matt T.
The price is HK$1,000
HK$3,407 total
includes taxes & fees
21 Jan - 22 Jan 2026
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Exterior
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

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

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Buena Vista
9.6 out of 10, Exceptional, (15)
"Very nice and clean property in a quiet neighborhood. Host communicated well and left many amenities for us. Loved our stay!"
United States
Tina F.
The price is HK$778
HK$1,472 total
includes taxes & fees
30 Dec - 31 Dec
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Terrace/patio
Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (30)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is HK$887
HK$2,079 total
includes taxes & fees
25 Dec - 26 Dec
Wintergreen Condo -Steps to Ski and restaurants
Fridge, microwave, oven, stovetop
Jungalu: NEW Jungle Inspired Unit + Walk Downtown

Jungalu: NEW Jungle Inspired Unit + Walk Downtown

Jungalu: NEW Jungle Inspired Unit + Walk Downtown
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1)
"BOOK IT!! What a delightful place to stay! Jungalu is a basement apartment complete w kitchen and deck! From top to bottom the finishes are a visual treat! I’m always looking for a unique stay and this surely delivered. The hosts have left thoughtful touches everywhere - my favorite was the sound machine (we forgot ours). And a fan in the bedroom as I can’t sleep without that either. Extra clean and Linens were cozy "
United States
Kimberley J.
The price is HK$739
HK$1,629 total
includes taxes & fees
7 Jan - 8 Jan 2026
Jungalu: NEW Jungle Inspired Unit + Walk Downtown
Exterior
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

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 quite secluded get away with great hosts that check in and make sure everything is going well. Will be staying again and definitely recommend."
United States
Ryan C.
The price is HK$1,128
HK$1,764 total
includes taxes & fees
25 Dec - 26 Dec
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Lobby
The Bohemian Suite

The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is HK$692
HK$1,242 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Bohemian Suite
Exterior
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Montebello
10.0 out of 10, Exceptional, (19)
"Great place to get away for a few days. Short car ride to several hiking trails. "
United States
Jimmy R.
The price is HK$1,128
HK$1,764 total
includes taxes & fees
25 Dec - 26 Dec
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Reception was friendly. Location of hotel was perfect! Room was clean."
Rob 1-night trip
Posted 2 days ago
Hotel 24 South

Find out more about Steeles Tavern

Search for holiday rentals in Steeles Tavern on Expedia! You can easily find your home rentals, villas, holiday apartments in Steeles Tavern using one of the methods below:

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Look no further and take a look at our great range of rental properties in Steeles Tavern!

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?

Upscale and Family-Friendly in Wintergreen: 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 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself 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.