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, (6)
"Stayed at several VRBO houses this week. This one was the best! All positives, no negatives. HUGE place. Good communication. Why didn't you book it yet?"
The price is €879
includes taxes & fees
2 May - 3 May
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, (210)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (300)
"Loved it!"
Mountainside Villas at Massanutten by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.2 out of 10, Wonderful, (57)
"Checkout at 10 am and having activities planned still at their property was a little skittish but otherwise love this place"
The Summit at Massanutten Resort by Tripforth

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (152)
"The condo was very nice and clean. It accommodated our needs for the weekend. "
Massanutten Resort by Tripforth

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

9.0 out of 10, Wonderful, (271)
"Overall it was great. Location is stunning and perfect for our hiking plans. Kitchen equipment needs to be replaced so if you plan to cook bring your own. "
The price is €209
includes taxes & fees
20 May - 21 May
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (177)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is €110
includes taxes & fees
27 Apr - 28 Apr
Valley Extended Suites

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

10.0 out of 10, Exceptional, (40)
"The cabin was incredibly cozy and a complete joy to stay in. What an incredibly historical place"
The price is €205
includes taxes & fees
23 Apr - 24 Apr
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (233)
"Clean, well maintained, phenomenal views. Comfy beds, lots of blankets, and pillows. We will definitely book again!"
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

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

9.6 out of 10, Exceptional, (124)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is €214
includes taxes & fees
19 May - 20 May
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Massanutten Resort log home with slope views-Walk to amenities-FREE POOL PASS!!!

9.8 out of 10, Exceptional, (77)
"Enjoyed the big porch and beautiful location!"
Massanutten Resort log home with slope views-Walk to amenities-FREE POOL PASS!!!

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (238)
"We travelled to Va to visit Monticello, wineries and breweries for my husband's 60th birthday with 3 other couples. The house was about 20minutes from Monticello and Jefferson winery so it was a perfect location for us. We absolutely loved the farm and the house. We got to see the baby goats which were so cute! We loved everything about our trip and the house was perfect for all of us. Thank you for a wonderful time! We would highly recommend staying here!Lisa Lawton"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (47)
"Beautifully restored cottage/guesthouse. Easy access to Charlottesville and Shenandoah National Park. Numerous options for food/entertainment nearby. We had an excellent dinner Saturday night at Duners which was only 5 min away. "
The price is €325
includes taxes & fees
22 May - 23 May
Ivy Rose Cottage nestled b/t Cville & Vineyards

Be Our Guest at Massanutten Resort

10.0 out of 10, Exceptional, (140)
"First off, Leah was great. She told us we were able to check in early and check out late. We were always in contact with her if we needed anything. She left us a list of eateries and breweries within the are to visit. With that said, the house is so nicely tucked into a little neighborhood withing the Massanutten Resort Area. The house was clean neat, plenty spacious and the deck was awesome. Beds were unbelievably comfortable. All of them! The fire in the living room really hit the spot....
Be Our Guest at Massanutten Resort

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

10.0 out of 10, Exceptional, (312)
"Great stay, highly recommended"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (301)
"House was nice very clean when we got there but much much smaller than the pictures make it look. One of the members of our group is handicapped so we were not able to go downstairs which we knew coming into the trip, but the upstairs was much much smaller than we thought it was going to be. Also, the pictures make it look like the hot tub is on the deck on the top level where our member in the wheelchair could have access to, but instead, it is in a little porch thing around the back where you...
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Crows Nest at White Lotus Eco Spa Retreat

9.8 out of 10, Exceptional, (10)
"This was an amazing, private getaway for us. We loved the ease of everything from arrival to departure. We will definitely be returning!"
The price is €89
includes taxes & fees
5 May - 6 May
Crows Nest at White Lotus Eco Spa Retreat

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (70)
"Lovely place with beautiful views!"
The price is €250
includes taxes & fees
23 Apr - 24 Apr
Endless Mountain Top Views from All The Way Up!

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

10.0 out of 10, Exceptional, (48)
"Wonderful getaway with beautiful outdoor space! "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

Massanutten's Regal Vistas by Tripforth

3.5 star property
8.8 out of 10, Excellent, (54)
"Have a great time!"
Massanutten's Regal Vistas by Tripforth
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, (826)
"Best around! Staff is amazing and friendly, clean rooms! Highly recommended! "
Wingate by Wyndham Waynesboro

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (301)
"Love the room and the location "
The price is €103
includes taxes & fees
29 Apr - 30 Apr
Holiday Inn Express And Suites Waynesboro East by IHG

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1005)
"Nice room, friendly staff, clean, minimal free breakfast, coffee was good"
The price is €53
includes taxes & fees
29 Apr - 30 Apr
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 kitchenware.

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.