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Vacation Rentals in Waynesboro City County

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Top Vacation Rentals in Waynesboro City County

Blair's Vintage Apartment Nestled in Wine Country
Property grounds

Blair's Vintage Apartment Nestled in Wine Country

9.8 out of 10, Exceptional, (17)
"Clean and vitage style type of apartment. Nice for a quiet stay."
The price is ￥14,877
￥33,793 total
includes taxes & fees
Oct 12 - Oct 13
Blair's Vintage Apartment Nestled in Wine Country
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Miscellaneous

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

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

10.0 out of 10, Exceptional, (328)
"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.

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

9.0 out of 10, Wonderful, (293)
"Will certainly look to book again in the future. Very nice condo with a spectacular view."
The price is ￥15,940
￥36,825 total
includes taxes & fees
Oct 19 - Oct 20
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Property grounds

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 ￥60,112
￥107,166 total
includes taxes & fees
Oct 14 - Oct 15
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Property grounds

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
The Modern Mountain Condo
Property grounds

The Modern Mountain Condo

10.0 out of 10, Exceptional, (29)
"Ideal location for skiing at Wintergreen. "
The price is ￥16,526
￥38,165 total
includes taxes & fees
Oct 14 - Oct 15
The Modern Mountain Condo
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (50)
"The condo was very clean, cozy and well appointed. The view of the golf course was beautiful and the mountain was quiet that week, which we were in need of some peace and quiet. My wife and I are already talking about our next trip to Wintergreen and we will likely stay here again. "
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

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

10.0 out of 10, Exceptional, (35)
"Great property and host"
The price is ￥21,791
￥34,091 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

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 ￥32,225
￥45,297 total
includes taxes & fees
Oct 9 - Oct 10
Love Ridge Mountain Lodging
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

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

9.6 out of 10, Exceptional, (137)
"Very clean place and very accommodating host"
The price is ￥16,699
￥37,678 total
includes taxes & fees
Nov 2 - Nov 3
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Escape to the Blue Ridge Mountains at Wine-tergreen!
Outdoor dining

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (120)
"The condo was very nice . Had all the conveniences you need but, not really for over 60 years of age. Loved the area didn’t like the stairs. Would recommend it to anyone not old."
The price is ￥16,259
￥37,183 total
includes taxes & fees
Oct 12 - Oct 13
Escape to the Blue Ridge Mountains at Wine-tergreen!
Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"The house suited us perfectly for our stay. I grew up in the area and know Greenwood pretty well, so felt like home :-) "
The price is ￥27,326
￥39,736 total
includes taxes & fees
Oct 13 - Oct 14
Isolated cottage with good view close to many winery and Brewers.
Ivy Rose Cottage nestled b/t Cville & Vineyards
Fridge, microwave, oven, stovetop

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (61)
"Loved staying here!"
The price is ￥29,375
￥54,226 total
includes taxes & fees
Oct 9 - Oct 10
Ivy Rose Cottage nestled b/t Cville & Vineyards
New Build! Log Cabin with Hot Tub in Wintergreen
Terrace/patio

New Build! Log Cabin with Hot Tub in Wintergreen

10.0 out of 10, Exceptional, (2)
"Well appointed kitchen, beautiful cabin!"
The price is ￥107,595
￥194,137 total
includes taxes & fees
Oct 9 - Oct 10
New Build! Log Cabin with Hot Tub in Wintergreen
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is ￥19,583
￥42,512 total
includes taxes & fees
Nov 3 - Nov 4
Mechum Hill Cottage: Central to Crozet & Cville
Deer Run - Mountain Getaway
Property grounds

Deer Run - Mountain Getaway

10.0 out of 10, Exceptional, (231)
"We’ve been vacationing here yearly since 2018, it’s like coming home, we absolutely love Deer Run!"
Deer Run - Mountain Getaway
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
Property grounds

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

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
Whimsical Creekside Cabin
Property grounds

Whimsical Creekside Cabin

9.8 out of 10, Exceptional, (30)
"Had a very quiet relaxing stay "
The price is ￥7,894
￥24,856 total
includes taxes & fees
Nov 3 - Nov 4
Whimsical Creekside Cabin
Cozy Cabin with private HOT TUB!
Property grounds

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!
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 Waynesboro City County Hotel Reviews

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Room was clean, beds comfortable, location great, staff very nice"
David 1-night trip
Posted 14 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Waynesboro City County

Find out more about Waynesboro City County

Vacation Apartments in Waynesboro City County

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