Holiday rentals in Roxbury

4.92 out of 5 average rating, 132 reviews

Flat in Chambersburg

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

4.97 out of 5 average rating, 306 reviews

Home in Greencastle

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 suite in Doylesburg

4.9 out of 5 average rating, 131 reviews

Relaxing getaway on 22 acres w/ breathtaking views

The walkout Lower-Level Guest Suite of our home is yours to enjoy valley views and nature on 22 acres of fields and woods next to Big Spring State Park. Relax, play board games, foosball or arcade basketball inside or enjoy the fire pit, disc golf course, stargaze, hike, play horseshoes or picnic at the pavilion. Several State Parks are within an hour’s drive that offer fishing, kayaking & swimming. Only 15 minutes off the turnpike at Willow Hill exit Route 75. Watch out for the Amish buggies!

4.94 out of 5 average rating, 125 reviews

Home in Chambersburg

Legacy Bridge Farmhouse

This cozy farmhouse was built in the 1800's and has been completely remodeled. The house is completely furnished and the large kitchen is fully stocked for cooking. The house sits on a beautiful farm property. There is a stream that runs through the property and there is a beautiful view from the back porch. It is located 10 minutes from Shippensburg and Chambersburg. It is also about 30 minutes from Gettysburg Battlefield. Whitetail, Ski Liberty Resort, and Roundtop are all within an hour.

Place to stay in Shippensburg

5 out of 5 average rating, 373 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

4.99 out of 5 average rating, 167 reviews

Flat in Chambersburg

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.

4.96 out of 5 average rating, 220 reviews

Cottage in Spring Run

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.

4.9 out of 5 average rating, 187 reviews

Home in Chambersburg

Homestead, a serene organic farm minutes off I81.

Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

4.92 out of 5 average rating, 179 reviews

Train in Shade Gap

Authentic Caboose 10 min to historic EBT Railroad

Enjoy the natural beauty surrounding this historic getaway. This getaway includes many amenities for you to enjoy. ~10 minutes from train and trolley rides~ ~On 5 acres along a country road~ ~Heat and AC~ ~Hot Showers in the Caboose~ ~BBQ Grill~ ~Queen Bed and two singles in the loft~ ~Coffeemaker~ ~Microwave~ ~Refrigerator~ ~WIFI is coming soon~ ~Fire ring with firewood~ ~Picnic Table~ ~Toaster~ ~WIFI~ ~Smart TV~

Apartment in Chambersburg

4.97 out of 5 average rating, 391 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 suite in Chambersburg

4.89 out of 5 average rating, 192 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.

4.99 out of 5 average rating, 137 reviews

Cottage in Biglerville

Copper Flat Cottage

Welcome to Copper Flat Cottage! Enjoy your time on top of the mountain in our lux studio cottage. We are within walking distance of the Appalachian Trail, and within half a mile of the DCNR ATV trails. We are located 15 min. from I81 and Shippensburg. Experience life on the mountain in this romantic getaway. We are glad you are here!

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Other great holiday rentals in Roxbury

4.83 out of 5 average rating, 88 reviews

The Wrens Nest

BetsyRating, 5 stars3 weeks ago

This was our second time staying here. We came to town to watch our daughter compete at states for track. The house was a perfect location and had everything we needed!! We felt right at home!! Hopefully we will be back next year!

5 out of 5 average rating, 7 reviews

Select View Cottage

JackieRating, 5 stars2 weeks ago

This was the nicest Airbnb we’ve rented in a long time! I’ve already booked our next stay. The location is perfect for us, near family, and the view is indeed lovely. It was super clean, the pictures let you know exactly what to expect. The beds were very comfortable and there were little notes with tips for any questions that arose while we were there! We especially loved all of the real house plants! It made it feel so cozy. They’re serious about the Mennonite buggies arriving to church on Sunday morning! It was the most horse and buggy traffic I’ve ever seen!

5 out of 5 average rating, 18 reviews

Cabin in Loysville

Three Pines Cottage hot tub 4 beds

AlexanderRating, 5 stars1 week ago

If you’re looking for a retreat, this place is for you! You don’t hear any man made noises while at this home. The house was squeaky clean and very comforting, the outdoor living is just as nice. I would, and most likely will be staying here again. Everything was just excellent. Also the host checked up on us to see if we needed anything during the stay, and was also quick to respond to my few questions. 10/10 would recommend.

5 out of 5 average rating, 21 reviews

Spacious Shippensburg Home, Close to Museums!

MarkRating, 5 stars1 week ago

Beautiful spot, friendly neighborhood.Great place to stay.

5 out of 5 average rating, 10 reviews

1789 Historic Gem | Modern for 9

JeremyRating, 5 stars2 weeks ago

Our stay at this incredible 1700s house was absolutely perfect! From the moment we arrived, we were charmed by its historic character and cozy atmosphere. The house is beautifully maintained, blending its original features with all the modern comforts we needed. We loved exploring all the unique nooks and crannies, imagining the centuries of stories within its walls. The location was ideal for our plans, and we found ourselves completely relaxed and at home. It truly felt like stepping back in time in the best possible way. We highly recommend this unique Airbnb to anyone looking for a memorable and enchanting getaway!

4.98 out of 5 average rating, 48 reviews

Cottage in Shippensburg

Secluded 14 Acre Entire French Farmhouse & Stream

BrittanyRating, 5 stars2 weeks ago

Tamela’s place was so great! The house was beautifully decorated and the kitchen had everything we needed. The landscaping was also beautiful. We loved walking down to the stream and exploring. The beds were really comfortable too!