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Holiday rentals in Waynesboro

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Top-rated holiday rentals in Waynesboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.
Cabin in Myersville
4.96 out of 5 average rating, 193 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Top guest favourite
A comfortable living area features a spacious leather couch adorned with soft pillows, along with an armchair and a blue accent chair. Natural light illuminates the space, highlighting a serene landscape painting on the wall and a cozy throw blanket draped on the side chair.
Home in Chambersburg
4.97 out of 5 average rating, 107 reviews

Spacious Home Minutes from Penn Nat. Golf Course

We are located minutes from Penn National Golf Course, Caledonia Golf Course and State Park, the Appalachian Trail, shopping and restaurants. Gettysburg, PA is a 30 min. drive away and DC is less than 2 hours from us. There are several ski resorts close by as well. We live out of town and settle in this home when we are in the area for a few weeks each year. We have attempted to make this space a home for ourselves that you will enjoy as well. Our daughter will be your host for your stay.

Top guest favourite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Flat in Hagerstown
4.99 out of 5 average rating, 163 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 463 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favourite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 367 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Top guest favourite
An expansive open-concept living area is highlighted by large windows, providing ample natural light and panoramic views of the surroundings. Comfortable seating areas are arranged around a central coffee table, while a cozy stone fireplace serves as a focal point against a feature wall.
Home in Smithsburg
4.96 out of 5 average rating, 212 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

Guest favourite
A dining area with a wooden table is surrounded by eight matching chairs, featuring a centerpiece of fresh flowers. Soft lighting is provided by a pendant lamp. A staircase with a black railing is visible, leading to a cozy living area with a dark sofa and art on the walls.
Home in Waynesboro
4.82 out of 5 average rating, 247 reviews

Waynesboro Adventure with the Family

The cozy house for the whole family, dogs included. Quietly located in the town of Waynesboro, a short walk to downtown and excellent Sushi - Sapporo. Eat in or explore Waynesboro's charm. 1.5 hours from Baltimore or Washington DC. 23 miles from Historic Gettysburg. 13 miles from Ski Liberty and 23 miles from Whitetail Ski resorts. Covered carport parking. Perfect for the family vacation or ski trip. Stocked with toys and games. Full line of baby amenities available upon request.

Top guest favourite
The historic barn, constructed in 1863, features a green metal roof and weathered wood siding. Surrounded by lush greenery and blossoming flowers, the scenery highlights the peaceful rural setting, with distant trees and an open field visible in the background.
Barn in Fairfield
4.99 out of 5 average rating, 100 reviews

Charming Historic Barn Studio

Relax and unwind with an overnight stay at a historic 1863 barn at Mt Hope Farm in Fairfield just a a mile from Strawberry Hill Nature Preserve, adjacent to Michaux State Forest and a short drive to Gettysburg. Easy access to horseback riding, hiking, mountain/road biking and minutes from skiing, golfing, and local wineries. Farm fresh eggs included with every stay! Please note that guests over 6’ in height should be cautious due to low beams.

Top guest favourite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit
4.99 out of 5 average rating, 648 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Top guest favourite
The living area features a dark, comfortable sofa adjacent to a round coffee table. Large windows allow natural light to fill the space, framed by sheer curtains. A colorful area rug with floral patterns covers the floor, contributing to the room's welcoming ambiance.
Flat in Hagerstown
4.99 out of 5 average rating, 103 reviews

The Violet Femme Studio

This apartment is a glamorous second floor walk-up studio with a full kitchen, 3/4 bath, with a private foyer and back balcony porch that is located in a historic district. It is walking distance from the downtown area and one of the most beautiful city parks in the USA.

Top guest favourite
The unique dome structure is surrounded by lush trees, featuring large windows and a cozy entrance. An inviting outdoor seating area with a fire pit and black chairs is positioned on the wraparound deck, accompanied by a hammock and a hot tub.
Dome in Mercersburg
4.99 out of 5 average rating, 238 reviews

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Escape to this architectural marvel where luxury meets nature, just minutes from Whitetail Resort. Wake up in your king-sized sanctuary as sunlight floods the open concept living space through panoramic windows.

Top guest favourite
Cottage in Fairfield
4.96 out of 5 average rating, 386 reviews

The Cottage

Quiet, cozy cottage across from main house, country setting. Very Private and easy in and out.

Popular amenities for Waynesboro holiday rentals