Vacation rentals in Derry

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Top-rated vacation rentals in Derry

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Top guest favorite
The exterior of Highland House is depicted, featuring a wooden deck with potted flowers and outdoor seating. Large windows allow natural light to fill the space, and solar panels are visible on the roof. The landscape in the background offers a view of open fields.
Tiny home in Mount Pleasant
4.97 out of 5 average rating, 349 reviews

Tiny House - Big Farm Adventure near Pittsburgh

Enjoy an Adventure in "Glamping" at Highland House on Pittsburgher Highland Farm. This custom built Tiny House is situated on over 100 acres of rolling farmland, hills and forests, with Scottish Highland cattle, chickens, sheep & lambs, pigs, fish in the pond, and 2 beehives. You have use of the entire farm during your stay. Located about 45 minutes south-east of Pittsburgh in Pennsylvania's beautiful Laurel Highlands, there is lots to see and do both on site and nearby. Photos current 2024.

Top guest favorite
The spacious great room features towering cathedral ceilings and large stone fireplace adorned with an antler display. Sunlight filters through expansive windows, illuminating the natural materials and mountain-inspired decor throughout the space.
Cabin in Boswell
5 out of 5 average rating, 114 reviews

Cozy Cabin | Near Idlewild | Book Your 2026 Stay

🌲Welcome to Laurel Mountain Cabin! Located in Laurel Mountain Village, near Laurel Mountain State Park, and approximately 10 miles from Ligonier. Laurel Mountain Cabin is more than just a place to stay, it’s where campfire stories are told, late-night laughs echo through the trees, and life slows down enough for you to breathe it all in. Whether you’re here to hike, cozy up by the fire, or simply press pause on a busy life, this space was made for gathering and getting away - together. ❤️

Top guest favorite
The rustic cabin is framed by lush green trees, showcasing a cozy porch area with a dark railing. A gravel path leads to the entrance, and a stone foundation complements the wooden structure. Natural sunlight filters through the surrounding foliage.
Cabin in Stoystown
4.97 out of 5 average rating, 220 reviews

Cozy Cabin Among the Trees - Rustic Charm

Escape to this cozy 700 sq ft rustic cabin on 26 private wooded acres in Pennsylvania's Laurel Highlands—your peaceful nature retreat! Arrive via a serene 1/4-mile private gravel road. Unwind on the porch swing or hammock watching wildlife. Important: Driveway is dirt/gravel with small hill—drive slowly. Winter (Dec–Mar): AWD or 4x4 required. No TV/WiFi for true relaxation. Just 2 miles from Quemahoning Reservoir for fishing, kayaking, trails. Ideal for couples craving quiet reconnection.

Top guest favorite
The living area features a cozy seating arrangement with a curved sofa and armchair, arranged around a stone fireplace. A wooden table with chairs sits nearby, illuminated by natural light streaming through the large windows, which offer views of the surrounding landscape.
Cabin in Champion
4.99 out of 5 average rating, 212 reviews

Private 1 bedroom cabin on 14 acres

Beautiful cabin in the Laurel Highlands minutes away from 3 ski resorts and many miles of trails through state forest land. Tons of local trout fishing streams. Spectacular mountain view from picture windows on either side of wood burning fireplace and from outside firepit. Cabin is situated on 14 partially wooded, partially open acres. Views of woods, mountains, and wildlife from all windows. Short drive to a number of tourist attractions, including Idlewild, OhioPyle, and Ft. Ligonier

Guest favorite
A charming wooden cabin is featured, displaying a sloped roof and multiple windows. Two wooden adirondack chairs are placed on a small porch, inviting relaxation. A picnic table sits in the foreground, surrounded by a gravel area, with trees providing a natural setting.
Tiny home in Friedens
4.97 out of 5 average rating, 179 reviews

Log Cabin

The primary bedroom features a queen-size bed, while the secondary bedroom includes a full-size bed. The living area is equipped with a sleeper sofa for extra sleeping space, and the loft adds two twin mattresses for additional accommodations, ideal for kids. The cabin’s kitchen is equipped with everything you need, including an oven and refrigerator and microwave. Whether you're enjoying time indoors or exploring the outdoors, this cabin offers the perfect balance of comfort and adventure.

Guest favorite
Cabin in Ligonier
4.85 out of 5 average rating, 155 reviews

Rustic, artsy, cozy getaway cabin

Rustic and charming getaway in the Laurel Highlands. Enjoy country surroundings 3 miles from downtown Ligonier and all its wonderful shops and restaurants. Contemporary kitchen, gas fireplace and wood burning stove, sunny sunroom and rustic fire pit are a few of the amenities that will make you feel welcome. Newly added washer dryer and beautiful new second floor bathroom complete with hillside view from shower window. Rolling hills and wildlife surround this built-into the hillside cabin.

Top guest favorite
An outdoor seating area is presented in front of the white cottage, featuring two white Adirondack chairs positioned on a stone patio. A small table sits between the chairs, surrounded by lush greenery and wooded surroundings.
Home in Ligonier
4.99 out of 5 average rating, 144 reviews

Moonstone Manor nestled in Laurel Mountain Park

Moonstone Manor, a 1930’s historic two bedroom retreat was completely renovated by an interior designer to reflect the charm and spirit of the “city family’s” summer home. On a choice acre of woodland property at the base of Laurel Mountain, furnished in a bohemian, rustic style where color richness, well-worn pieces and indulging in comfort is paramount. Choose Moonstone Manor because you want your vacation to be an experience ~ "casual elegance" distinct from everyday living.

Top guest favorite
An exterior view of the cottage is shown during twilight, with warm lights illuminating the large back deck. Comfortable seating areas, including Adirondack chairs, are arranged around a dining table. Lush greenery surrounds the space, creating a serene outdoor setting.
Home in Ligonier
4.96 out of 5 average rating, 102 reviews

Private Lane Creek Front Cottage

Welcome to Ligonier, PA. Four Mile Cottage, nestled in the Laurel Highlands, is located at the end of a Private Lane along Four Mile Creek. Convenient Location! We are a short distance from the Idlewild Park & Soak Zone, Ligonier Diamond, Laurel Mountain Ski Resort, hiking trails, Mtb trails, wineries, and breweries. Under 1 hour from Seven Springs, Hidden Valley, Nemacolin, Ohio Pyle, and Greensburg LIVE Casino. This location is perfect for an adventurous or relaxing getaway.

Top guest favorite
A spacious dining area is highlighted by a large wooden table adorned with fresh flowers. Overhead, two pendant lights provide illumination. In the background, a seated living area features comfortable sofas and a stone fireplace, with stairs leading to a second floor.
Home in Ligonier
5 out of 5 average rating, 297 reviews

Rates Reduced On Open Nights Till Memorial Day!

Four and a half miles from the historic town of Ligonier, this home offers all you would need for a relaxing and comfortable stay. A labor of love, we built this home with hopes of someday retiring here to enjoy all the area has to offer. In the heart of the Laurel Highlands this home is close to golf courses, ski resorts, museums, theaters, restaurants, numerous State Parks with great hiking and biking, Idlewild and Soakzone, and Ligonier Camp and Conference Center.

Guest favorite
The living area features a comfortable couch and armchair set near a stone fireplace. Large windows allow natural light to fill the space, offering views of surrounding greenery. A dining table is positioned nearby beneath exposed beams and a ceiling fan.
Chalet in Acme
4.93 out of 5 average rating, 314 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Top guest favorite
A single-story home with a light yellow exterior is set on a spacious green lawn. A large front porch with seating is visible, surrounded by trees and gentle slopes in the background, creating a serene outdoor environment.
Cottage in Ligonier
4.98 out of 5 average rating, 129 reviews

Buckstrail Cottage Creekside

Three miles from the historic town of Ligonier, this home offers all you would need for a relaxing and comfortable stay. We're located in the heart of the Laurel Highlands close to golf courses, ski resorts, museums, theaters, restaurants, Idlewild Amusment Park and numerous State Parks with great hiking and biking trails. Enjoy fishing steps from the back deck as this home sits along Four Mile Run creek.

Superhost
The exterior of the container home is surrounded by lush greenery, showcasing a front deck with wooden railings and cozy seating. Large windows provide natural light, creating a connection with the outdoor landscape. A pathway leads up to the welcoming entrance.
Shipping container in Acme
4.88 out of 5 average rating, 288 reviews

The Laurel Haven Container

Experience the soothing sounds of nature during your stay in the laurel haven container. Designed for relaxation and reconnecting with the outdoors, this lakeside retreat offers a peaceful escape like no other. Nestled in the heart of Pennsylvania’s Laurel Highlands, it’s the only container home of its kind in the region!

Popular amenities for Derry vacation rentals