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Waynesboro 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

Vacation Rentals in Waynesboro

Property grounds
Blair's Vintage Apartment Nestled in Wine Country

Apartment in 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 ￥15,222
￥34,749 total
includes taxes & fees
Dec 9 - Dec 10
Blair's Vintage Apartment Nestled in Wine Country
Indoor pool, outdoor pool
Mountainside Villas at Massanutten by Tripforth

Vacation Home in McGaheysville

3.5 star property
9.0 out of 10, Wonderful, (337)
"Nice peaceful stay! Check-in was fast and smooth! Room was clean and inviting ! "
United States
Nikesha
Mountainside Villas at Massanutten by Tripforth
Indoor pool, outdoor pool
Massanutten Resort by Tripforth

Vacation Home in McGaheysville

3.0 star property
7.8 out of 10, Good, (158)
"Spacious facility, quiet/peaceful atmosphere "
United States
Lisa
Massanutten Resort by Tripforth
Aerial view
The Summit at Massanutten Resort by Tripforth

Vacation Home in McGaheysville

3.5 star property
9.0 out of 10, Wonderful, (67)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
United States
Shaunte'
The Summit at Massanutten Resort by Tripforth
Apartment, 1 Bedroom | Exterior
Massanutten's Woodstone Meadows by Tripforth

Vacation Home in McGaheysville

4.0 star property
8.8 out of 10, Excellent, (220)
"Nice and quiet place to stay over the weekend and food was great "
United States
Pablo
Massanutten's Woodstone Meadows by Tripforth
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Montebello

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 ￥27,902
￥40,655 total
includes taxes & fees
Dec 9 - Dec 10
Love Ridge Mountain Lodging
Exterior
Wow! What A View!

Condo in Wintergreen Resort

10.0 out of 10, Exceptional, (54)
"Very clean, very comfortable, easy to access - we honestly didn't want to leave."
United States
Josh W.
Wow! What A View!
Terrace/patio
New Build! Log Cabin with Hot Tub in Wintergreen

Cabin in Chestnut Springs

10.0 out of 10, Exceptional, (4)
"Well appointed kitchen, beautiful cabin!"
United States
Curtis
The price is ￥81,548
￥158,387 total
includes taxes & fees
Jan 7 - Jan 8, 2026
New Build! Log Cabin with Hot Tub in Wintergreen
Exterior
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Cabin in Montebello

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 ￥22,523
￥35,760 total
includes taxes & fees
Dec 10 - Dec 11
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball

Vacation Home in Massanutten

10.0 out of 10, Exceptional, (397)
"The house was clean and had everthing we needed. The game room qas awesome. "
United States
John S.
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
Miscellaneous
Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!

Condo in Wintergreen

10.0 out of 10, Exceptional, (252)
"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!!
Interior detail
Afton Mountain Vineyards

Cabin in Afton

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is ￥54,366
￥61,054 total
includes taxes & fees
Dec 9 - Dec 10
Afton Mountain Vineyards
Property grounds
Whimsical Creekside Cabin

Cabin in Vesuvius

9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ￥11,883
￥29,821 total
includes taxes & fees
Dec 9 - Dec 10
Whimsical Creekside Cabin
Interior
Tree top home in Massanutten next to slopes

Villa in Massanutten

9.6 out of 10, Exceptional, (107)
"My family and I had a very nice stay. "
United States
becca f.
Tree top home in Massanutten next to slopes
Indoor pool, outdoor pool
Massanuttens Shenandoah Villas by Tripforth

Aparthotel in McGaheysville

4.0 star property
7.6 out of 10, Good, (144)
"It was nice."
United States
MICHELLE
Massanuttens Shenandoah Villas by Tripforth
Smart TV
Massanutten Chalet

Chalet in McGaheysville

10.0 out of 10, Exceptional, (44)
"Nice property. Clean, responsive owner, appreciated the little extras. We had 6 people staying and there was plenty of room. Would stay here again. "
United States
Jan
The price is ￥20,690
￥55,203 total
includes taxes & fees
Dec 9 - Dec 10
Massanutten Chalet
Property grounds
Cub Cabin on Massanutten Resort- Fully Renovated Log Cabin- Hot Tub & Fire Pit

Cabin in Massanutten

10.0 out of 10, Exceptional, (97)
"Such a great place, bery clean and cozy!"
United States
Darrell C.
Cub Cabin on Massanutten Resort- Fully Renovated Log Cabin- Hot Tub & Fire Pit
Exterior
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

Chalet in Elkton

10.0 out of 10, Exceptional, (32)
"Amazing location right up against the national park land. Very nicely furnished and well appointed in every way!"
United States
Chris W.
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Outdoor dining
Grand and Gorgeous in Massanutten

Vacation Home in McGaheysville

10.0 out of 10, Exceptional, (12)
"This is a marvelous place to stay, especially with children..... movie studio, game room, hot tub..... large areas and rooms"
United States
Jo L.
Grand and Gorgeous in Massanutten
Exterior
Yurt, mins to slopes, Hot Tub, Arcade Room, Pool Table, PS5, Fire Pit EV charger

Cabin in Massanutten

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in this beautifully decorated yurt! The home was clean and included all the comforts of home in a great location to resort amenities and highway access. Would definitely stay again!"
United States
Courtney C.
Yurt, mins to slopes, Hot Tub, Arcade Room, Pool Table, PS5, Fire Pit EV charger
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 Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Excellent breakfast, clean hotel,rooms..so cozy and comfortably. Reminded me of a mountain chalet with the snow outside and Christmas decorations and Christmas music playing. Will definitely stay again if in the atea. I highly recommend "
Marsha 1-night trip
Posted 3 days ago
English Inn of Charlottesville

Find out more about Waynesboro

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

  • View our selection of featured holiday rentals in Waynesboro
  • Use the map to find apartments and other holiday homes in the Waynesboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waynesboro while they last

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

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Frequently asked questions

Are there vacation rentals in Waynesboro?

Yes, we have vacation rentals in Waynesboro close to Wildlife Center of Virginia, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Waynesboro. While you're here, grab a bite or have a drink at the wineries.

What are some of the best vacation rentals in Waynesboro?

Mountainside Villas at Massanutten by Tripforth: Visitors like this Waynesboro vacation home rental. It is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Amenities like kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your vacation with amenities like an outdoor tennis court.

How many vacation rentals are there in Waynesboro?

With 27 Expedia vacation rentals, you're sure to find just the right place for your Waynesboro stay.

What can I see and do in Waynesboro?

Cultural attractions include Shenandoah Valley Art Center and Wayne Theatre, whereas Shenandoah National Park and Rockfish Gap Entrance Shenandoah are a couple of picturesque spots to enjoy the outdoors. While here, George Washington National Forest and Basic City Beer Co. are other places worth a visit.

What are vacation rentals like in Waynesboro?

Vacation rentals are private accommodations you can book for a couple days or more in Waynesboro. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.