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Top Holiday Rentals in Waynesboro

Our top choices for Waynesboro holiday rentals

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (324)
"Great environment and very clean "
Mountainside Villas at Massanutten by Tripforth

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (153)
"Nice"
Massanutten Resort by Tripforth

Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

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."
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (218)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth

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

10.0 out of 10, Exceptional, (29)
"Great place to stay while enjoying the mountains."
The price is £171
includes taxes & fees
20 Aug - 21 Aug
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (143)
"It was nice."
Massanuttens Shenandoah Villas 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!

Shenandoah Villas One Bedroom Condo

2.0 star property
9.4 out of 10, Exceptional, (3)
"Beautiful location and clean space"
Shenandoah Villas One Bedroom Condo

Afton Mountain Vineyards

2.5 star property
The price is £291
includes taxes & fees
20 Aug - 21 Aug
Afton Mountain Vineyards

Hot Tub*Resort Rec Included*Pets*Games

9.4 out of 10, Exceptional, (31)
"Loved this place! It was perfect for our family. I’m glad the spiral staircase had a secure gate for the safety of our toddlers."
Hot Tub*Resort Rec Included*Pets*Games

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

10.0 out of 10, Exceptional, (63)
"Enjoyed the location, spaciousness, and amenities close by. House is comfortable and great for families. There are 2 stairs, if you are traveling with toddlers. A hot outdoor jacuzzi and fire pit made it really fun. "
The price is £315
includes taxes & fees
25 Aug - 26 Aug
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

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

9.0 out of 10, Wonderful, (290)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is £184
includes taxes & fees
20 Aug - 21 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, (131)
"This was such a beautiful, clean space. Every item had been thought of; there was even a closet with dog treats, flashlights, extra toothbrushes, etc! Parking and check in were a breeze. The host was incredibly responsive. Take the short walk to Fire and Frost for delicious pizza!"
The price is £189
includes taxes & fees
20 Aug - 21 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

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

8.0 out of 10, Very good, (109)
"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

Numerous On-Site Trails: Earlysville Wooded Cabin

9.8 out of 10, Exceptional, (73)
"Great place to stay to visit Shenandoah national Park and surrounding area. Host was a great communicator and made sure we had everything we needed. Would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (50)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.8 out of 10, Exceptional, (38)
"Great place...beautiful property and it was cozy and clean."
The price is £141
includes taxes & fees
25 Aug - 26 Aug
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Resort Amenities, Mountain Views, Sauna!

2.0 star property
9.6 out of 10, Exceptional, (15)
"Perfect location to anything you want to do on the resort. Would definitely stay again."
Resort Amenities, Mountain Views, Sauna!

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (25)
"Adult girls weekend visiting local wineries, Breweries, and, of course, Bold Rock Cidery. Great location. Beautiful mountain views on the way up to the cabin. The hot tub was perfect for evening relaxation. Plenty of room, and well-appointed kitchen. "
Cozy Cabin with private HOT TUB!

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

9.4 out of 10, Exceptional, (70)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
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 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 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.