Holiday rentals in Guilford Township

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Top-rated holiday rentals in Guilford Township

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Guest favourite

Home in Greencastle

4.97 out of 5 average rating, 200 reviews

Country 2-Bed/2-Bath Apartment with 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 Chambersburg

4.96 out of 5 average rating, 50 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.

Guest favourite

Home in Chambersburg

4.85 out of 5 average rating, 193 reviews

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After a great day exploring local shops, & restaurants, unwind at the Cheerful Abode. Just 5 minutes from downtown historic Chambersburg, and about 25 miles from the Gettysburg Battlefields. Minutes from I-81. ★Perfect for families and traveling professionals★ You’ll find a spacious garden tub to relax, an outdoor dining table to share a meal, or curl up with a blanket on the couch for your favorite movie. There are books & games available as well! We look forward to hosting you!

Guest favourite

Place to stay in Shippensburg

5.0 out of 5 average rating, 268 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, Fire Pit, BBQ, Dining, Lawn) *High-Speed Wi-Fi *Free Parking *EV charger

Guest favourite

Guest house in Smithsburg

4.97 out of 5 average rating, 650 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Guest favourite

Flat in Chambersburg

5.0 out of 5 average rating, 99 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.

Guest favourite

Cabin in Chambersburg

4.95 out of 5 average rating, 218 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 favourite

Cottage in Spring Run

4.95 out of 5 average rating, 182 reviews

Cozy country charm

My cottage has beautiful views from every side of the house and a relaxing front porch to sit and relax and enjoy a cup of coffee. It's a cozy cottage at the foot of the mountain with lots of privacy. There are no neighbors. There are horses here to enjoy watching them graze or feed them a snack. It's truly a nice getaway and still only a half hour from 3 local towns. For warmer weather there is a firepit, picnic table, grill and some nice shaded areas to relax.

Guest favourite

Home in Blue Ridge Summit

4.99 out of 5 average rating, 455 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.

Guest favourite

Apartment in Chambersburg

4.98 out of 5 average rating, 241 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.

Guest favourite

Guest suite in Chambersburg

4.89 out of 5 average rating, 140 reviews

Cute Place Just Out Of Town With A Country Feel

Looking for an affordable place to stay the night or a few days? You may have just found the perfect place. This cute efficiency unit may just cover all the bases you need for a short stay. What once was a office for a shop, is no longer needed as an office and so it was converted to supply a place to sleep for tired travelers or for people looking to get away for a few days.

Guest favourite

Home in Chambersburg

5.0 out of 5 average rating, 38 reviews

Creekside on King

This historic cottage offers a retreat in the middle of town. The sound of the Falling Spring cascading over the falls relaxes visitors and provides an oasis from the sounds of downtown. You are within walking distance to the town's historical sites, great restaurants and shops, the courthouse and the Rails-to-Trails along the Conococheague Creek. Free off-street parking.