Photo by Michael Gibson

Holiday Rentals in Waynesboro

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Holiday Rentals in Waynesboro

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

10.0 out of 10, Exceptional, (3)
"The owners have thought of just about everything to make this a home away from home. We really enjoyed our stay."
The price is €524
includes taxes & fees
2 Dec - 3 Dec
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (190)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (269)
"Chose this lodging while visiting our Granddaughter who is entry JMU. She brought her laundry with her and took advantage of the washer & dryer. Lots of deer in area; able to view from balcony. Also saw one ground from balcony. Easy access to Shenandoah National Park for great hiking and fall colors."
Mountainside Villas at Massanutten by Tripforth

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (145)
"Beautiful area! Check in took us over a hour. Not enough details on the rental information "
Massanutten Resort by Tripforth

Massanutten Resort log home with ski slope and unobstructed mountain views

9.4 out of 10, Exceptional, (54)
"Beautiful cabin…we loved it… the driveway was another story. I think a winter stay there would be very questionable unless you own your own snowplow. It is very steep and challenging to navigate even in dry warm weather."
Massanutten Resort log home with ski slope and unobstructed mountain views

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (65)
"The cabin is super cute and close to breweries. We had a great time and the host is amazing! "
The price is €194
includes taxes & fees
1 Dec - 2 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (124)
"The unit is in need of an update. The unit itself was difficult to find. Need better signage. If stairs is a problem this is not the unit for you"
Massanuttens Shenandoah Villas by Tripforth

Tree top home in Massanutten next to slopes

9.6 out of 10, Exceptional, (87)
"Everything was perfect and communication was great. A very peaceful vacation."
Tree top home in Massanutten next to slopes

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

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is €283
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Massanutten Resort Mountain Top log home with slope views- Walk to amenities

9.8 out of 10, Exceptional, (64)
"Beautiful home nestled in a wooded neighborhood. Very clean, plenty of kitchenware, lots of porches. We were kind of in and out a lot and it would have been nice to just sit and enjoy it a bit more. Maybe next time!"
Massanutten Resort Mountain Top log home with slope views- Walk to amenities

Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!

10.0 out of 10, Exceptional, (226)
"Our annual girls weekends are our favorite time of year staying here. The coziness, the stunning views, and amazing host are unbeatable! "
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (30)
"The cottage was charming, the grounds beautiful and peaceful. I wish we could have stayed longer."
The price is €356
includes taxes & fees
2 Dec - 3 Dec
Ivy Rose Cottage nestled b/t Cville & Vineyards

Cozy cabin for 2 w/ great mt views & walking trails!

10.0 out of 10, Exceptional, (142)
"My partner and I came for a birthday celebration/ break from the busy world. We enjoyed the on property hike and the peace and quiet. We absolutely loved our stay and cannot wait to come back! "
The price is €183
includes taxes & fees
8 Dec - 9 Dec
Cozy cabin for 2 w/ great mt views & walking trails!

🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

10.0 out of 10, Exceptional, (33)
"Really enjoyed our stay. We had an initial question and the owner was immediately responsive. We made a good choice. Thank you Michael. "
The price is €399
includes taxes & fees
18 Dec - 19 Dec
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

9.8 out of 10, Exceptional, (75)
"Great location. Nice play to stay."
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (123)
"This lovely little cottage on the piney river was the perfect place to celebrate 35 years of marriage. The setting was beautiful and the accommodations spacious yet intimate. The cottage demonstrates an obvious history of love and good memories. We fished the section of river assigned and got skunked. The beauty of the setting was more than compensation for this disappointment. The owners have set up a welcoming, warm and friendly vibe that made it a pleasure to stay at Sycamore Shade. We...
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

9.8 out of 10, Exceptional, (62)
"Very comfortable well appointed house in an excellent location. The proximity of the AT and hikes we could walk to was greatly appreciated. The deck was wonderful…we utilized the gas fire pit every night. The trees blocked our view of mountains but we enjoyed listening to music and watching the squirrels. "
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!

9.0 out of 10, Wonderful, (24)
"Great experience overall! The location is perfect and the communication from the property owner/manager was excellent! The only minor complaints were some of the amenities at the home were not in working order (e.g., various lights throughout the home, missing window screens, no working pool sticks, AC thermostat was locked when we arrived but windows could be opened, no steak knives). Other than these minor things, beautiful home and would consider staying again. "
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!

Massanutten Getaway - Great WiFi and Pet friendly

9.6 out of 10, Exceptional, (86)
"The house was great,the view,mountain air,sitting on the back porch was a very welcomed change of pace from our life here on the Outer Banks. We absoluely loved our time ther."
Massanutten Getaway - Great WiFi and Pet friendly

Great Five-Bedroom Massanutten Lodge for You to Relax -Military Discounts Avail

8.0 out of 10, Very good, (97)
"Perfect for a long weekend "
Great Five-Bedroom Massanutten Lodge for You to Relax -Military Discounts Avail
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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Other types of properties in Waynesboro you may be interested in

Wingate by Wyndham Waynesboro

2.5 star property
8.6 out of 10, Excellent, (713)
"Breakfast staff were friendly and conscientious! The hotel was just fine. The large room was very clean, but grey and dark and rather minimalistic, so it was a bit depressing, but otherwise, fine. "
The price is €79
includes taxes & fees
8 Dec - 9 Dec
Wingate by Wyndham Waynesboro

Holiday Inn Express And Suites Waynesboro East, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (226)
"The place is nice and clean."
The price is €126
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1053)
"As expected "
The price is €61
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Waynesboro
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.

Frequently asked questions

Are there holiday rentals in Waynesboro?

Yes, there are holiday rentals in Waynesboro close to War Fields, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Waynesboro has to offer?

Massanutten's Woodstone Meadows by Tripforth: This holiday home rental outside of Waynesboro is located near skiing, and has an outdoor pool, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Waynesboro?

With 26 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Waynesboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waynesboro. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.