Holiday houses in Waynesboro

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Top-rated holiday rentals in Waynesboro

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Top Guest favourite

Cabin in Myersville

4.98 out of 5 average rating, 140 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

Guest favourite

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 favourite

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 favourite

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 favourite

Cottage in Waynesboro

4.94 out of 5 average rating, 104 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 favourite

Place to stay in Shippensburg

5 out of 5 average rating, 374 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

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.

Top Guest favourite

Home in Myersville

4.97 out of 5 average rating, 226 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Guest favourite

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 favourite

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 favourite

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.

Top Guest favourite

Condo in Chambersburg

4.97 out of 5 average rating, 392 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

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Other great holiday rentals in Waynesboro

Guest favourite

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.

Home in Hagerstown

4.68 out of 5 average rating, 81 reviews

Private Country Club Home

LindaRating, 5 stars2 days ago

This was a very large suite and beautifully appointed. The host obviously took a lot of time creating this peaceful abode. The back yard looked like it came straight out of a fairy tale book.

Guest favourite

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 favourite

Private room in Shepherdstown

4.97 out of 5 average rating, 144 reviews

Idyllic bedroom in peaceful rural setting

AllisonRating, 5 stars7 months ago

Donna was present upon arrival with a warm friendly greeting and was accommodating to our needs. She gave us excellent recommendations for places to hike per our request. The room was very large and clean with a pristine full private bathroom. There was a nice size mini fridge and microwave in the walk-in closet space which was much appreciated. The bed was incredibly comfortable and the temperature control was perfect. The peaceful, remote surroundings were just what we needed to relax and yet only 5 mins to town. Highly recommend this beautiful place!

Top Guest favourite

Private room in Sharpsburg

4.96 out of 5 average rating, 115 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 favourite

Private room in Chambersburg

4.95 out of 5 average rating, 103 reviews

Robin’s Creekside Retreat

MikeRating, 5 stars3 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

Home in Fairfield

5 out of 5 average rating, 3 reviews

The Nest: 4BR Treetop Cabin

MichaelRating, 5 stars2 weeks ago

The Nest not only met, but exceeded our expectations! The home is very thoughtfully laid out, can accommodate a bigger family with multiple bedrooms and areas to use. The decor is modern yet cozy and tasteful. The beds and bedding we used were extremely comfortable, and plenty of storage for your things as well. There were alot of extras, from shampoo/conditioner/shower gel in the showers, to a fire pit/covered patio/large deck and ping-pong table. Hosts are very responsive and friendly. The area seemed very quiet, and very safe. There are lots of windows in the home (that all open easily as well!) to enjoy the scenic, mostly wooded environment. Our dogs loved looking out and watching the wildlife in the early mornings. They have a very nice large washer and dryer, a fantastic welcome board with all info for emergencies and recommendations as well. Rent this home, it is exactly what the photos look like, clean and comfortable in a great location. Don't think twice, RENT THIS HOME!

Guest favourite