Holiday rentals in Derry

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Top-rated holiday rentals in Derry

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Top guest favourite
A cozy living area features wooden paneling and a stone fireplace with an active flame. Two deer heads are mounted on the wall. A television is positioned above the fireplace, and small evergreen trees add a touch of nature to the space.
Guest house in Fairhope
4.98 out of 5 average rating, 183 reviews

Mountain View Acres Getaway

Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Top guest favourite
A charming treehouse structure is elevated on stilts, surrounded by lush trees. A covered patio features a wooden railing, offering a cozy space to relax. Below, a custom fire pit with stone seating invites guests to gather outdoors amidst the serene woodland setting.
Treehouse in Farmington
4.99 out of 5 average rating, 273 reviews

Ohiopyle Luxury Treehouse

Come unwind in our one-of-a-kind Treehouse getaway just minutes from Frank Lloyd Wright’s Fallingwater and Ohiopyle! Located more than 1/4 Mile off the county road, you will only hear the birds chirping as you sit on the covered patios taking in the beauty of the surrounding hardwoods and ferns. Enjoy a morning hike on our mile long private hiking trail that will take you across a clear mountain stream, into the canopies of the mountain laurels and through a rock boulder field. Sorry NO PETS.

Guest favourite
The spacious living area features large windows that provide panoramic views of the surrounding landscape. Comfortable seating is arranged around a central coffee table, with a lamp illuminating the space. A dining table is visible in the background, enhancing the open floor plan.
Home in Indiana
4.91 out of 5 average rating, 141 reviews

Quiet wilderness guest home

Only the number of REGISTERED GUESTS may visit or stay in the home. Eight miles from the Indiana University of Pennsylvania, half an hour from Amish country, and a 60-minute drive from Pittsburgh, our home offers a peaceful retreat. PLEASE NOTE: the house is accessed via a rough country driveway. We drive all kinds of vehicles up the hill, but we do not advise bringing your Lamborghini To be clear, this home is regularly used for our family fellowship and is not appropriate for parties.

Top guest favourite
An open interior space showcases rich wooden walls and a vaulted ceiling with warm lighting. A dining table, set for meals, is positioned near a window. The kitchen area is visible, equipped with modern appliances, and the entrance features a rustic wooden door.
Cottage in Mount Pleasant
5 out of 5 average rating, 254 reviews

Sunbeams Cottage

Small home is completely remodeled using traditional woodwork craftsmanship for a warm feel. Full appliances and amenities are supplied in the cottage. Evening and breakfast snacks included. Tasty public tap water for drinking and cooking. Private lane leads to the home with a spacious covered porch overlooking hillside and field. Ideal location at foothills of Laurel Highlands and outskirts of Pittsburgh. Town of Mt. Pleasant is just minutes away providing restaurants and shopping.

Top guest favourite
The mobile home is set in a grassy area, displaying a simple exterior with large windows. A wooden porch leads to the entrance, surrounded by spacious lawn and trees. The structure is designed to blend with the serene landscape.
Guest house in Connellsville
5 out of 5 average rating, 109 reviews

Peggy's Guest Hideaway

A very quiet and peaceful mobile home / guest house located in Connellsville Pennsylvania. We are close to many popular sites such as the Great Allegheny Passage bike trail and the Laurel Highlands. If you are looking for a place to unwind or just a place to get away for awhile and do not care for hotels or people drama at the end of the day then this place is a good fit. In the evenings the crickets are the loudest noise in the air and many mornings there is deer in the yard.

Superhost
A round tiny home is illuminated softly in a winter setting, surrounded by snow-covered ground and bare trees. The structure's unique shape contrasts with the darkening sky, offering a warm glow from its windows, creating a cozy retreat feel.
Tiny home in Houtzdale
4.88 out of 5 average rating, 104 reviews

Round Tiny House with hot tub, 'Sunset'

Escape to this unique round tiny home by a beautiful private lake, located on 350 private acres. Perfect for a cozy getaway, it offers a full kitchen, bathroom, and a serene bedroom with a large round skylight located directly above the queen-sized bed! Unwind in the Jacuzzi hot tub, enjoy the fire pit, or relax by the water. It is ideal for those seeking peace and nature, with kayaking and fishing right outside your door. Experience tranquility in this one-of-a-kind retreat!

Top guest favourite
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, 290 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.

Top guest favourite
Guest house in Altoona
5 out of 5 average rating, 454 reviews

Orchard Guesthouse

Private, cozy cottage with lots of extras. Wake up after a comfortable night's sleep to a breakfast of eggs from our chickens, prepared in a well-appointed kitchen. Kitchen, bath & bedroom refreshed in 2026. After a day of sightseeing relax on the patio with a glass of wine & dinner prepared on the grill. Close to shopping, restaurants, UPMC Hospital, PSU Altoona, Horseshoe Curve, Canoe Creek, 40 minutes to Penn State University Park, 2 miles to I 99 and US 22.

Top guest favourite
A wide view of expansive farmland is presented, featuring rows of harvested corn stretching across the landscape. A mix of evergreen and deciduous trees is visible in the background, showcasing autumn foliage. The sky is filled with clouds, adding depth to the serene rural scene.
Farm stay in Boswell
4.89 out of 5 average rating, 121 reviews

Micah House @ Trinity Farms Center for Healing

The perfect, peaceful place, nestled in the beautiful Laurel Highlands, to spend time with family, friends or by yourself. A great place for retreats, vacations or family reunions. Surrounded by fields of corn, goats and sheep makes communing with nature easy and enjoyable while within easy driving distance of many area activities like Flight 93 Memorial in Shanksville, Johnstown's Flood Memorial and Historic Ligonier Valley and Fort Ligonier.

Top guest favourite
A brick house is set behind a wooden fence, featuring a spacious front patio and a second-story deck. Lush greenery surrounds the yard, enhancing the outdoor space. The entrance is marked by a white door and an adjacent window, providing ample natural light.
Home in Donegal
4.93 out of 5 average rating, 123 reviews

Cozy 2 bedroom in PA's Laurel Highlands

Your family will be close to everything when you stay at this centrally-located home in Pennsylvania's Laurel Highlands. Minutes from the Donegal exit of the Pennsylvania Turnpike. Less than a mile to Silver Horse Coffee and Out of the Fire Cafe. Hidden Valley and Seven Springs ski resorts within 10-15 minutes. Great hiking and state parks in the area and 20 minutes to Frank Lloyd Wright's Falling Water. Welcome!

Guest favourite
Tent in Stoystown
4.94 out of 5 average rating, 234 reviews

Sunrise Spring Glamp

Yesterday, It was a forgotten dairy farm... Today it's a sanctuary to free your spirit. We're delighted to share this beautiful spot with guests. The glamp is a part of a bigger initiative to build a community, intent on innovating a culture that fosters the human spirit rather than extinguishing it. Find Frontier of Life on fb to learn more.

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, 284 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 holiday rentals