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Waynesboro Holiday Rentals

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Holiday Rentals in Waynesboro

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (320)
"Very relaxing stay"
Mountainside Villas at Massanutten by Tripforth

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (14)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (217)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (152)
"The rooms are fully equipped "
Massanutten Resort by Tripforth

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

9.0 out of 10, Wonderful, (288)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is AU$381
includes taxes & fees
6 Aug - 7 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

9.6 out of 10, Exceptional, (130)
"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 AU$386
includes taxes & fees
6 Aug - 7 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

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

10.0 out of 10, Exceptional, (27)
"Great place to stay while enjoying the mountains."
The price is AU$360
includes taxes & fees
12 Aug - 13 Aug
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (47)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
The price is AU$413
includes taxes & fees
12 Aug - 13 Aug
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.2 out of 10, Wonderful, (63)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
The Summit at Massanutten Resort by Tripforth

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (57)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is AU$529
includes taxes & fees
10 Aug - 11 Aug
Ivy Rose Cottage nestled b/t Cville & Vineyards

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 AU$404
includes taxes & fees
11 Aug - 12 Aug
Love Ridge Mountain Lodging

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (141)
"It was nice."
Massanuttens Shenandoah Villas by Tripforth

Numerous On-Site Trails: Earlysville Wooded Cabin

10.0 out of 10, Exceptional, (71)
"We absolutely loved how beautiful this little cabin is. Loved sitting on the front porch drinking my coffee in the mornings and listening to the birds chirp. This place is so peaceful and relaxing. Barbara was a wonderful host and came over to check to see if we needed anything. Great location to visit all the local towns around the area and only 30 minutes from the Byrd visitor center and Shenandoah national Park. We would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

Pet friendly! Free Rec passes w/ Mass Resort!

9.0 out of 10, Wonderful, (21)
"great location and amenities"
Pet friendly! Free Rec passes w/ Mass Resort!

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

10.0 out of 10, Exceptional, (62)
"Enjoyed our stay at this lovely getaway - clean, pleasant and roomy home. "
The price is AU$664
includes taxes & fees
17 Aug - 18 Aug
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

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

10.0 out of 10, Exceptional, (238)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (69)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Resort Amenities, Mountain Views, Sauna!

2.0 star property
9.4 out of 10, Exceptional, (13)
"Perfect location to anything you want to do on the resort. Would definitely stay again."
Resort Amenities, Mountain Views, Sauna!

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

8.0 out of 10, Very good, (108)
"Perfect house for three family groups. 5 bedrooms & lots of space. We cooked all meals at home over our 3 night stay. The adults & kids enjoyed the pool at fitness center , and mini golf.kids enjoyed"
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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Top Waynesboro Hotel Reviews

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?

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Waynesboro is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court.

How many holiday rentals are there in Waynesboro?

With 25 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 Zeus Digital Theater and Waynesboro Heritage Museum, 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.