Vacation rentals in Roxbury

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Top-rated vacation rentals in Roxbury

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Superhost
A spacious lodge with a striking A-frame design is framed by lush greenery. Large glass windows bring natural light into the interior, while a broad deck is supported by wooden posts, offering seating areas for relaxation. The gravel driveway leads to an open grassy area.
Home in Orrstown
4.73 out of 5 average rating, 45 reviews

Orrstown Trout Run Lodge

Relax & enjoy the beautiful & peaceful natural surroundings of central PA at our newly listed family & group getaway. Our lodge can sleep 16 in 5 bedrooms with 4 bathrooms, and there's plenty of space for tents on the property. Enjoy fishing & kayaking at the Letterkenny Reservoir just 8 min. away. Michaux State Forest, Caledonia State Park & the Appalachian Trail are just a 30 min. drive. On the property you can enjoy our lighted basketball, pickleball & volleyball courts & our large game room.

Top guest favorite
A light-filled living space features wood beams and a modern fireplace. Two armchairs and a coffee table are positioned for relaxation, with a decorative rug underfoot. The open layout reveals the kitchen with bar seating, blending comfort and contemporary design.
Home in Chambersburg
4.98 out of 5 average rating, 91 reviews

The 1850 Retreat Chambersburg

Welcome to The 1850 House! This beautiful 5 br home located in Chambersburg, PA has as been thoughtfully decorated and designed to ensure that you have everything you need for an entertaining and relaxing getaway full of quality time with your family & friends. The 1850 House is newly renovated with white oak floors and accents throughout, beautiful tile work and a custom kitchen with high-end appliances. 50% off monthly stays! *More information coming soon!* *We ask that all guests sign a ren

Superhost
Cabin in Orrstown
4.88 out of 5 average rating, 8 reviews

Pine Mountain Retreat - Roxbury PA - Peaceful

Nestled in the woods, this family-friendly mountain cabin is a peaceful place to relax and reconnect. Surrounded by trees and fresh air, this cabin is sure to be a fvorite. Enjoy meals together, mornings on the deck, and cozy evenings indoors after a day of outdoor fun. With rustic charm, and a quiet setting, this cabin is perfect for family getaways, weekend escapes, and making lasting memories. Includes a large dining area in the sun porch, several decks, and a large living room w/ firplace.

Superhost
Place to stay in Shippensburg
5.0 out of 5 average rating, 483 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 favorite
A covered porch area features two black and white striped chairs positioned beside a small table. Potted plants and blooming flowers add color, while a wooden log serves as a natural decor element. The entrance door is framed by a welcoming sign.
Apartment in Chambersburg
4.98 out of 5 average rating, 57 reviews

Air Hill Haven

Kick back and relax in this peaceful stylish space. This basement apartment gives you a quiet private space to unwind. It is located in the country between Chambersburg and Shippensburg. Located right beside Letterkenny Army Depot, the Chambersburg hospital and Roxbury camp are nearby. Gettysburg and Carlisle Fairgrounds are each about 30 miles away. There is a private entrance with a covered porch. Relax on a glider while facing the woods and listening to the sounds of nature.

Top guest favorite
Home in Shippensburg
4.95 out of 5 average rating, 42 reviews

Prince Street Suite

Freshly renovated in 2025, this suite is right in the heart of downtown Shippensburg, in a relaxed setting. It has a nice private yard bordered by greenery. It is located 1/2 mi. from Shippensburg University, and less than 40 minutes from Gettysburg. The suite is part of a larger Victorian style home that was built in 1893. It has tons of charm and a lot of nice natural lighting. There are no TV screens but we do have fast WIFI. There is 1 queen and 1 double bed in the suite.

Top guest favorite
A scenic view showcases a rainbow arching over a quaint barn surrounded by lush greenery and rolling hills. The structure features classic barn designs, with a green roof and large windows, creating a peaceful rural atmosphere.
Cottage in Spring Run
4.95 out of 5 average rating, 262 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 favorite
Home in Shippensburg
5.0 out of 5 average rating, 15 reviews

Private 3-bedroom, 2-bath House with Large Yard

Well cared for, recently updated 3-bedroom, 2-bathroom home in private, rural setting with many nearby attractions and amenities including downtown Shippensburg and Shippensburg University; Michaux State Park and Pine Grove Furnace; and Amish and Mennonite culture, food, and shopping. Set up with fully equipped kitchen, two desk/spaces, ample parking (including garage), two smart TV/living areas, laundry facilities, and a screened in patio and plenty of yard space.

Guest favorite
The historic farmhouse presents a two-story structure with a green metal roof and white exterior. A covered porch with a small potted plant is visible at the entrance. Lush green grass surrounds the home, and trees can be seen in the backdrop under a cloudy sky.
Home in Chambersburg
4.88 out of 5 average rating, 244 reviews

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.

Top guest favorite
The cabin's exterior features warm wooden accents and a welcoming porch, illuminated by soft lights. Steps lead up to the porch, which is adorned with a sturdy railing, surrounded by lush greenery and trees, providing a serene and natural setting.
Cabin in Newville
5.0 out of 5 average rating, 151 reviews

Edgewater Lodge

A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.

Top guest favorite
Guesthouse in Letterkenny Township
4.96 out of 5 average rating, 90 reviews

Foot of the Mountain Cottage

History of the cottage: Built in 1998 as a gift shop selling Boyd's Bears, and other home décor, We were ranked one of the top Boyd's sellers in the country. Once we closed the shop, it has been renovated to a rental space. We want it to be a place people can come partake in our beautiful views, see wildlife & enjoy a quiet environment. The Cottage is located adjacent to our home but still give privacy to enjoy the location.

Guest favorite
Cabin in Amberson
4.95 out of 5 average rating, 131 reviews

Hot Tub, Fireplace, Ping Pong, State Game Lands

-Quiet wooded property with log cabin -Hot tub and fire pit area -Peaceful surroundings, backed up to state game lands -Living room fireplace, wifi, Roku TV, ping pong table -Two car garage Bed / bath explanation: 6 beds total - 2 queen beds, 2 double beds in the loft overlooking the dining room and 1 sofa bed in the basement of the main cabin. 1 queen bed in the private cottage.

Popular amenities for Roxbury vacation rentals