Vacation rentals in Waynesboro

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Top-rated vacation rentals in Waynesboro

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Guest favorite

A stylish living area showcases a dark accent wall adorned with elegant wall shelves filled with decorative items and books. A contemporary round coffee table is centered on a textured area rug, while a muted chair sits nearby. Natural light flows in through large windows, complemented by warm drapes.

Apartment in Chambersburg

4.92 out of 5 average rating, 132 reviews

The Study on Main Located on the Square!

Enjoy this stylish apartment at this centrally-located Study on Main St! With hints of painted exposed bricked, original hardwood floors, a full kitchen with new quartz countertops, heating and AC, we know you will love this stylish yet comfortable space we have put together for you! You will be in the heart of downtown Chambersburg, steps away from coffee shops, local favorites for food and shopping, art galleries, the courthouse and our public library! *We ask that all guests sign a renters a

Top guest favorite

Two outdoor chairs are positioned on a concrete patio, facing a door that provides access to the interior. The chairs feature a neutral fabric and metallic frames, set against a backdrop of blue and silver paneling.

Home in Greencastle

4.97 out of 5 average rating, 306 reviews

Country 2-Bed/2-Bath Barndominium w/Beautiful View

Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Pets welcome w/agreement. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

Guest favorite

Home in Waynesboro

4.83 out of 5 average rating, 219 reviews

Adventure with the Family - Pets Welcome

The cozy house for the whole family, furry friends 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.

Guest favorite

Cottage in Waynesboro

4.94 out of 5 average rating, 103 reviews

Antietam Toll House~an historic waterfront cabin

The Antietam Toll House (@antietamtollhouse) is a renovated historic property circa 1800. Sitting on the bank-head of the Antietam stream, this cabin has it's own private fishing hole. Secluded, yet close to amenities and attractions, this property is the perfect place for an artist retreat, respite from the city or a base from which to explore local gems of the area. Wineries, Appalachian Trail, Antietam, Gettysburg battlefields, Ski Liberty, Catoctin , Cunningham Falls and more nearby.

Top guest favorite

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, 260 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.

Guest favorite

Home in Smithsburg

4.95 out of 5 average rating, 143 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 favorite

Two rocking glider chairs are placed on a wooden porch with yellow siding. The chairs are positioned on a gray floor, with blue railings enhancing the porch's charm. Natural light filters through adjacent windows, creating a welcoming outdoor space.

Apartment in Greencastle

4.83 out of 5 average rating, 35 reviews

BackPorch Cottage of Greencastle

Come and Enjoy Back Porch Cottage of Greencastle. Spacious unit with Full Kitchen and Dining Area. Cozy sleeping nook with full size bed topped with luxurious bedding. Relax in the sitting area to watch Tv or Read a Book. And of course you can't come to BackPorch cottage without enjoying the back porch. Complete with Rocking Glider chairs and your own personal walk way to the Parking lot. Minutes from Downtown shops and restaurants, Pubs,all within walking distance from this unit.

Guest favorite

Cabin in Chambersburg

4.95 out of 5 average rating, 234 reviews

Cedarhill Cottage

Nestled in Franklin County, this quaint A-frame cottage is a perfect destination. If you are looking for a place to get away and defrag from your busy life, this newly remodeled A-frame cottage offers all the comforts of home in a quiet area that has been described as refreshing and renewing. Surrounded by views and the sounds of nature and within minutes of local shopping and dining - you’ll quickly see why our guests become family. Sit by the fire pit and make some s'mores!

Guest favorite

A view from the window showcases the exterior of the Coyle Library. The building features large columns and glass doors, framed by a decorative facade. Snow is visible on the steps, with a clear blue sky in the background and greenery from the window’s nearby plant.

Apartment in Chambersburg

4.99 out of 5 average rating, 167 reviews

REmix REtreat, curated and styled by REmix Design

Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

Top guest favorite

A bright bathroom area features a jetted soaking tub surrounded by soft stone tiles. A potted orchid adds a touch of elegance, while natural light filters through frosted glass windows. A candle and neatly rolled towels enhance the serene atmosphere.

Guest suite in Hagerstown

5 out of 5 average rating, 466 reviews

Oak Hill Private Suite Historic North End

A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

Superhost

The front exterior of the mansion is showcased, featuring a stone facade and a spacious entrance. Lush greenery and well-maintained landscaping, including flowering plants, frame the pathways leading to the entrance. The sky displays wispy clouds, contributing to a serene atmosphere.

Vacation home in Waynesboro

4.84 out of 5 average rating, 175 reviews

Beautiful Mansion, Pool, Fishpond & Home Theater

Nestled on 3 beautifully landscaped acres, this 7-bedroom, 5.5-bath mansion offers the utmost privacy and modern comfort, sleeping up to 32 guests. With over 5,000 sq.ft of lying space, enjoy two full kitchens, a home theater with Bose surround sound, fitness center, and a lush backyard with a swimming pool, gazebo, and scenic pond. Additional amenities include an indoor pool table, outdoor dining area, and dedicated workspace.

Top guest favorite

The exterior of a colonial era spring house is depicted, featuring a stone base and wooden upper levels. Lush greenery surrounds the structure, with hanging planters adding color. Two wooden chairs are positioned near the entrance, inviting relaxation in a serene outdoor setting.

Home in Blue Ridge Summit

4.99 out of 5 average rating, 560 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.

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Popular amenities for Waynesboro vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Waynesboro

Guest favorite

A pair of white washer and dryer units is positioned against a wall in a well-lit laundry room. A window allows natural light to enter, revealing a view of the outdoors. The flooring is tiled in a muted brown tone.

Private room in Hagerstown

4.95 out of 5 average rating, 44 reviews

Serenity and Comfort

JessicaRating, 5 stars2 weeks ago

I was in town for a wedding and she let me drop off my luggage early. Very considerate. Clean, simple, and safe place to stay. I enjoyed the chocolate she left for me! I will definitely consider renting with her again.

Guest favorite

Home in Mont Alto

4.89 out of 5 average rating, 73 reviews

Rancher in Mont Alto

MichaelRating, 5 stars3 weeks ago

Loved everything about it. Was a great house, nice furnishings, nice neighborhood, and great price. We needed a place to stay so we could attend our sons wedding, and it was the perfect choice.

Guest favorite

An electric vehicle is parked outside the farmhouse, plugged into a charging station. The surrounding area features gravel and grass, with trees and distant hills visible in the background. A road and signs can be seen in the distance.

Private room in Orrtanna

4.96 out of 5 average rating, 23 reviews

BDR 1: 3 si.OR 1si.& 1 king, main floor, pr bath

WillRating, 5 stars1 week ago

I stayed at Eleanor Rose's to photograph the aurora borealis. The aurora turned out to be a bust, but the stay was perfect. As a photographer, I needed a location with an expansive view to the north - and this location fit the bill! The house reminded me of my grandmother's house -- right down to the old farmhouse door knobs. But it had all the amenities I needed -- and lots of hot running water to wash up!! Plus, Eleanor Rose bakes a yummy raisin molasses pastry for breakfast. I would definitely return!!

Guest favorite

A dedicated workspace is captured featuring a modern desk positioned in a bay window nook. Natural light enters through multiple windows, highlighting a comfortable office chair. The simple decor includes a potted plant and a wastebasket beside the desk.

Home in Fairfield

5 out of 5 average rating, 9 reviews

Cozy Mountain Retreat - Remodeled Near Ski Resort

MichaelRating, 5 stars2 weeks ago

Wonderful home in a great area! Rented the house for our wedding party and we only have good things to say about our stay!

Top guest favorite

A well-maintained backyard space showcases a lily pond surrounded by vibrant flowers, including yellow daylilies and orange blossoms. A rustic shed is positioned in the background, while a large blue above-ground pool is partially visible. Comfortable seating is placed nearby for relaxation.

Private room in Sharpsburg

4.96 out of 5 average rating, 114 reviews

Hidden Gem - Stay with Dan and Alice.

SueRating, 5 stars2 weeks ago

This was my second time staying at Hidden Gem and it was as lovely as the first. Daniel is an excellent host - great communication and thoughtful responses. The room is spacious and has a wonderfully comfortable bed and the entire place is spotlessly clean. The patio and fish pond are so very peaceful. And the pups are adorable! Highly recommend.

Top guest favorite

A wooden deck is shown with a railing overlooking a natural landscape of trees and a creek. A black chair is positioned on the deck, inviting relaxation while surrounded by greenery and the sounds of nature.

Private room in Chambersburg

4.95 out of 5 average rating, 103 reviews

Robin’s Creekside Retreat

MikeRating, 5 stars2 weeks ago

Sweet ideal getaway if you want to just get away and relax. Comfy and cozy, we felt like we didn't want to leave. Robin was very helpful with any questions we had. It's in the middle of the countryside but has plenty of shopping and restaurants not too far away. My wife and I loved it. Mike

Guest favorite

A modern kitchen features wood-paneled ceilings and a central island with a granite countertop. Black cabinets provide a sleek contrast, while stainless steel appliances are visible, including a refrigerator and a stove. Natural light enters through a window beside the door, illuminating the inviting space.

Cottage in Thurmont

5 out of 5 average rating, 13 reviews

The Kelbaugh Cottage

LisaRating, 5 stars1 week ago

the place was as described clean, neat & the beds were comfortable. The only thing that was missing ( unless I didn't see it) was an iron. I would recommend this place.

Guest favorite