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Holiday Rentals in Waynesboro

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Holiday Rentals in Waynesboro

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (330)
"Property is quiet and clean, would come back for ski season. Lots of dining options and close to shopping area."
Mountainside Villas at Massanutten by Tripforth

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

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (157)
"Spacious facility, quiet/peaceful atmosphere "
Massanutten Resort by Tripforth

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (65)
"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

Shenandoah Villas One Bedroom Condo

2.0 star property
9.8 out of 10, Exceptional, (6)
Shenandoah Villas One Bedroom Condo

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

10.0 out of 10, Exceptional, (33)
"Great property and host"
The price is €198
includes taxes & fees
29 Sept - 30 Sept
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Wow! What A View!

10.0 out of 10, Exceptional, (53)
"Property was gorgeous with amazing mountain views! Comfortable beds, beautiful kitchen and large living room for relaxing. Great location. Can’t wait to stay here again!"
Wow! What A View!

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (244)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Be Our Guest at Massanutten Resort

10.0 out of 10, Exceptional, (155)
"We had a great trip! The house was a perfect size for our family. "
Be Our Guest at Massanutten Resort

Book Now! 3 Kings, 1 Queen / Dog Friendly / 1 Mile to the Pool and Trails.

10.0 out of 10, Exceptional, (18)
"This was the perfect place for a weekend getaway at massanutten! "
The price is €460
includes taxes & fees
29 Sept - 30 Sept
Book Now! 3 Kings, 1 Queen / Dog Friendly / 1 Mile to the Pool and Trails.

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

9.8 out of 10, Exceptional, (64)
"Everything was perfect and clean and exactly as expected. My family loved staying here. We would definitely recommend it and will book it again if we return to the area."
The price is €360
includes taxes & fees
29 Sept - 30 Sept
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

Massanutten Cabin - Hot Tub, Pool Table, Large Yard, billiards room

9.6 out of 10, Exceptional, (121)
"Really nice house, perfect for our group and proximity to the bike park. "
Massanutten Cabin - Hot Tub, Pool Table, Large Yard, billiards room

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 €257
includes taxes & fees
29 Sept - 30 Sept
Love Ridge Mountain Lodging

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

9.8 out of 10, Exceptional, (39)
"Great place...beautiful property and it was cozy and clean."
The price is €163
includes taxes & fees
29 Sept - 30 Sept
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Hot Tub, Screen Porch, Grill, Privacy, Ample Parking, No Bunks, onsite Amenities

10.0 out of 10, Exceptional, (163)
"This would be a great house for a family with multiple places to hang out"
Hot Tub, Screen Porch, Grill, Privacy, Ample Parking, No Bunks, onsite Amenities

Massanuttens Shenandoah Villas by Tripforth

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

Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

10.0 out of 10, Exceptional, (25)
"This place was perfect -- quiet, private, clean, well-appointed, and close to what we wanted to do in Shenandoah. We really enjoyed it, and send many thanks to the hosts."
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

Massanutten's Regal Vistas by Tripforth

3.5 star property
8.8 out of 10, Excellent, (56)
"Have a great time!"
Massanutten's Regal Vistas by Tripforth

Private, pet-friendly lodge w/ deck, game room, high speed WIFI

9.6 out of 10, Exceptional, (24)
"Everything was perfect—cleanliness, location, neighbors, local attractions, convenience, comfort, and kitchen necessities. We were so happy, and the two boys and men especially enjoyed playing pool. We are thankful and made great memories."
Private, pet-friendly lodge w/ deck, game room, high speed WIFI
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

Find out more about Waynesboro

Find out more about Waynesboro

Everything you need to know about Waynesboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waynesboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waynesboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waynesboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waynesboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waynesboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waynesboro holiday rentals we have selected for you start as low as €163 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waynesboro rentals

At Expedia, we put the best Waynesboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waynesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waynesboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waynesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Waynesboro?

Yes, there are holiday rentals in Waynesboro close to Wildlife Center of Virginia, 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 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.