Vacation rentals in Derry

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Top-rated vacation rentals in Derry

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Top guest favorite
The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.
Houseboat in Blawnox
4.99 out of 5 average rating, 102 reviews

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Guest favorite
Cabin in Ligonier
4.85 out of 5 average rating, 156 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
Cabin in Ligonier
4.95 out of 5 average rating, 63 reviews

Diamond View PA: A-Frame~Hot Tub~Sauna~City View

Discover adventure in the Laurel Highlands at this unique 3BR, 3BA, plus a bonus loft, A-frame, just steps from Ligonier’s town center. Perched in a scenic, elevated location, the home offers panoramic views of the iconic Diamond and the stunning natural landscape. Relax and unwind in the luxurious hot tub or barrel sauna while taking in the breathtaking surroundings. Whether you're seeking outdoor exploration or cozy relaxation, this charming retreat offers the perfect getaway for all!

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, 363 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 142 acres of rolling farmland, hills and forests, with Scottish Highland cattle, chickens, sheep & lambs, pigs, beehives and much more. 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 updated 2026.

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
4.97 out of 5 average rating, 120 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.

Guest favorite
The cabin is nestled among trees, providing a rustic exterior with wooden siding and a large front porch. A gentle creek flows beside it, bordered by pebbles and scattered leaves. A fire pit is visible in the yard, creating a peaceful outdoor gathering space.
Cabin in Rector
4.88 out of 5 average rating, 109 reviews

Cozy Creekside Cabin + Walking Trails

Explore the over 5 acres of land included with our Private cabin. Enjoy the sounds and sights of Powdermill Run Creek while nestled up on the patio or screened in porch. Take in the 2,200 acres of woodlands, streams, fields, ponds while you hike on the trails of Powdermill Nature Reserve. Have a fire in the smokeless stove next to the creek or cook a woodfire pizza in the stone oven. Bring your tents, outdoor games and any other outdoor activities to make your stay special.

Top guest favorite
Cottage in Ligonier
5 out of 5 average rating, 101 reviews

Little Trout Cottage

Take it easy at this unique & tranquil getaway. Nestled on the banks of Four Mile Run, this quaint cottage invites you to slow down and enjoy all that the Laurel Highlands has to offer. Situated on a stocked trout stream, this small but mighty cottage boasts an amazing creekside deck and outdoor space. Whether recharging from an active day on the many hiking trails, fishing, or staying in to grill, read a book, and take a nap, our cottage will not disappoint! Come and see!

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
4.92 out of 5 average rating, 340 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
4.99 out of 5 average rating, 143 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 Amusement Park and numerous State Parks with great hiking and biking trails. Enjoy fishing steps from the newly renovated back deck with covered porch as this home sits along Four-Mile Run creek.

Guest favorite
A spacious sleeping area features a cozy bed with soft, neutral bedding and decorative pillows. Large windows offer a view of lush greenery, inviting natural light and the sights of the surrounding forest.
Tiny home in Donegal Township
4.86 out of 5 average rating, 125 reviews

The Half Glass

Half Glass blends modern design with rustic charm, featuring 75% glass walls that invite nature in from every angle. Clean lines, warm wood accents, and a cozy fireplace create a refined yet grounded space. Firewood bundles are available on-site for a small fee. Perfect for couples seeking a peaceful mountain escape, the home offers fresh well water softened for a clean, refreshing touch while providing all the comforts of a serene getaway.

Guest favorite
Tiny home in Friedens
4.97 out of 5 average rating, 237 reviews

Cozy Cabin w/ Shared Hot Tub & Loft #15

Escape to this cozy cabin at Somerset Resort, perfect for up to 6 guests. The cabin features a queen bedroom, a full bedroom, a loft with two twin mattresses, a fully equipped kitchen, and a private fire pit. Relax in the shared hot tub or enjoy resort amenities, including the seasonal pool, fishing, and playground. Whether you're seeking adventure or a peaceful retreat, this cabin is the perfect getaway.

Top guest favorite
A spacious living room features a stone fireplace as the focal point, surrounded by two comfortable leather sofas. A small decorative table holds a few items. Warm lighting enhances the wood beams overhead, while large windows allow natural light to enter from the nearby kitchen.
Apartment in Latrobe
4.99 out of 5 average rating, 100 reviews

Wilderness Hideout

Nested at the top of the Ridge, this apartment has a separate entry through the Walkout basement in a newly remodeled Aframe. Located on 20 acres with walking trails and some wild life. Come down a long driveway to find this hidden gem. You’ll feel at a retreat but yet close to everything. You can bring a well behaved furry friend (cat or dog, pet fee applies). You can work or relax!

Popular amenities for Derry vacation rentals