
Holiday rentals in Freeport
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Top-rated holiday rentals in Freeport
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Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12
ATTENTION: Our home is over 3500 square feet located on a 21 acre parcel. If you are looking for a quiet, private location, this is it! The home is nestled in the back of a pasture flanked by wooded areas on both sides and a barn located near the front entrance. The property includes plenty of outdoor parking. Hard to justify with any one photo. The property is spacious and includes an attached indoor heated pool and Pickle Ball/Sport court. A charming, picturesque place for all to enjoy.

Gorgeous Modernized Cabin + Hot Tub + Pool Table
Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

House on the river in quaint town of Kittanning
Come relax and rejuvenate at this charming home located in the city of Kittanning with a view of the Allegheny river in the back yard patio located behind the garage. Located only 35 miles from downtown Pittsburgh. For cyclists and hikers, near the the Armstrong Trail (38 mile biking/ hiking trail), only 5 minute drive to the popular hiking destination of Buttermilk Falls. There is a boat ramp a mile down the road. Community Park, shopping and restaurants within walking distance of home.

Historic River & Trail House | The Schenley House
Bring the whole family! Beautifully redone country home on almost 2 acres. Bring your boats, bikes, hiking boots, and more! River access across the street with launch permit and dock space included with your rental. Outdoor entertainment/fire pit. Explore the Allegheny and Kiski River. The Armstrong Trail runs right through the front yard. Bike and hike for miles while checking out local towns along the river. 7 minute drive (3.2 miles) from Lingrow Farms Wedding Venue.

Large Rustic Log Cabin in the Laurel Highlands
This cozy log cabin is conveniently located near Seven Springs, Hidden Valley, Ohiopyle State Park & Fallingwater. The log cabin is situated on a quiet lane along Poplar Run. Features: 3 bedrooms, 2 bathrooms, spacious living room, large kitchen, deck, outdoor seating, fire pit, pond. Guest house available April - Oct for additional fee. Inquire if interested. It features a queen bed, kitchenette & 1 bathroom. We offer Netflix & WiFi | NO Cable Dogs allowed for a $75.00 fee

Skyline Serenity (Hot Tub, Panorama, King Bed)
Welcome to Skyline Serenity, where heaven meets earth. This brand-new cabin was constructed on the side of Heartwood Mountain, overlooking the Pennsylvania forests for miles and miles. Huge panoramic windows open your eyes to gorgeous views every morning and evening, creating a peaceful environment for you to completely relax as you enjoy your stay. -Hot tub -Beautiful views! -Soaking tub -Fire pit (firewood provided) -Private deck -Laundry room -Great hiking nearby!

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table
“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

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.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Cozy Cottage Bungalow
(Formerly the “MidCentury Burrell Bungalow) Located only 30 minutes from the beautiful city of Pittsburgh, this newly renovated home is nestled in a quiet, dog & family friendly rural neighborhood. While the home is playground-adjacent & located just up the hill from the rails-to-trails along the Allegheny River, the backyard is fenced in & perfectly suited for families & furry friends alike.

Old Meets New on Vine
Soak up the modern and vintage charm of this inviting 2 bedroom apartment. It is housed in our 1870s Victorian home with a private entrance to this second story unit. Located in the heart of Kittanning within walking distance to the Kittanning River Park, Rails to Trails and downtown shopping and restaurants. Kittanning is approximately 35 miles north of Pittsburgh.

Bear Run Camp
Come stay in our beautiful forest cabin nestled among the hemlocks of Western Pennsylvania. Our cabin combines modern amenities with a cozy, rustic atmosphere and a breathtaking view. Enjoy your morning coffee overlooking the Redbank Valley, take a hike on the PA 2014 Trail of the Year, or relax by the fire surrounded by over 600 acres of private forests and trails.
Popular amenities for Freeport holiday rentals
Other great holiday rentals in Freeport

Cozy Creekside Cabin + Walking Trails

Brickyard Hill Farmhouse

Yew Arbor Cottage

Tooth and Trail Loft 2

The Half Glass

Trailside Comforts #2

The Lodge at Starr Farm

Charming Bellevue Hideaway • 1 BR Retreat
Destinations to explore
- New York City Holiday rentals
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- Greater Toronto Area Holiday rentals
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- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Sri Venkateswara Temple
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Petersen Events Center
- Stage AE
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Carnegie Science Center
- McConnells Mill State Park




