Holiday rentals in Freeport

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Top-rated holiday rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant sunset paints the sky in shades of pink and purple over a lush landscape. In the distance, a barn is nestled amid greenery, complementing the serene atmosphere of the expansive property.
Home in Sarver
4.99 out of 5 average rating, 126 reviews

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.

Superhost
The exterior of a spacious log home is framed by lush greenery, showcasing dark siding and a welcoming front porch. A gravel driveway leads to a two-car garage, with a well-maintained lawn extending beyond the structure.
Home in Murrysville
4.84 out of 5 average rating, 159 reviews

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! 🚘

Guest favourite
A cozy living room features dark leather couches and a unique wooden coffee table with hairpin legs. A decorative fireplace sits against a white brick wall, complemented by soft gray curtains. Wall art and greenery add character to the inviting space.
Home in Kittanning
4.9 out of 5 average rating, 259 reviews

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.

Guest favourite
A spacious country home is showcased, featuring a light green exterior and a wide front porch supported by columns. Hanging planters can be seen, enhancing the structure's charm. Surrounding trees provide a backdrop, while a manicured lawn extends beneath the house.
Home in Leechburg
4.85 out of 5 average rating, 55 reviews

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.

Top guest favourite
The log cabin features a classic two-story structure with wooden siding, surrounded by vibrant autumn foliage. Soft lighting illuminates the porch, creating a welcoming ambiance. A spacious deck with railings offers an inviting space for outdoor relaxation amidst the colorful landscape.
Cabin in Normalville
4.99 out of 5 average rating, 112 reviews

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

Guest favourite
A private deck features a hot tub surrounded by wooden decking and a wicker-egg chair. String lights above provide a soft glow, enhancing the expansive views of the surrounding landscape at sunset.
Cabin in Brookville
4.97 out of 5 average rating, 182 reviews

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!

Guest favourite
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 472 reviews

“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.

Guest favourite
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, 312 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.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Central Lawrenceville
4.92 out of 5 average rating, 391 reviews

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!

Top guest favourite
A house sign reading 'The Bungalow' is mounted on grey siding, surrounded by modern geometric decor. A vintage-style light fixture emits warm light, casting a welcoming glow, while greenery is visible in the background, enhancing the inviting atmosphere of the entryway.
Home in New Kensington
4.99 out of 5 average rating, 265 reviews

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.

Top guest favourite
Flat in Kittanning
4.99 out of 5 average rating, 358 reviews

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.

Top guest favourite
A rustic log cabin is surrounded by trees, featuring a covered porch with multiple chairs and a dining table. Large windows provide natural light to the interior. The cabin sits on a slight incline, highlighting its integration with the forested landscape.
Cabin in Rimersburg
4.97 out of 5 average rating, 201 reviews

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