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 bright living room features a light-colored sofa and two pink accent chairs positioned near a window, inviting natural light. A round coffee table sits in the center, surrounded by decorative poufs. Wall decor includes woven artworks and clocks, enhancing the cozy atmosphere.
Home in Saxonburg
5 out of 5 average rating, 92 reviews

Delightfully Cozy & Well Provisioned Home

✨ Enjoy your stay in this clean, newly remodeled home! Take in charming Saxonburg; you'll be only moments away from historic downtown! This home is centrally located with a straight shot to Butler and a short drive to Pittsburgh—close to everything but far enough away to enjoy a relaxing trip. You'll appreciate this little retreat's highlights, including a well-provisioned chef's kitchen, an adorable sunroom and patio area, a cozy living room, restful bedrooms, and all the amenities of home. ✨

Top guest favourite
A contemporary seating area is presented with a black sofa adorned with decorative pillows. Natural light filters through two large windows dressed with sheer curtains, illuminating a simple coffee table atop a textured area rug. A potted plant adds a touch of greenery.
Flat in Valencia
5 out of 5 average rating, 149 reviews

Inspired farmhouse apartment

Enjoy the ambiance of this calm, stylish farmhouse, enhanced by an abundance of natural light. Every detail is fresh, new & carefully designed for your comfort (including queen bed with new, high-quality Serta mattress & luxury pillows, beautiful & spacious tub/shower, restored hardwood floors, 3/4 sized stove & frig, Keurig & more). And outside? Real farm life views! Great bistro/restaurants nearby. Quick access to main roads take you to Cranberry Twp. (8 mi.), Downtown Pittsburgh (15 mi.).

Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 278 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

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, 120 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

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 however it is very spacious and includes an attached indoor heated pool and a new Pickle Ball/Sport court. A charming, picturesque place for all to enjoy.

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
4.89 out of 5 average rating, 247 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, 53 reviews

River & Trail Rural Escape

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.

Superhost
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Flat in Glenshaw
4.93 out of 5 average rating, 292 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Top guest favourite
A welcoming living area features a comfortable gray sofa and two armchairs arranged around a coffee table. Natural light enters through large windows adorned with sheer curtains, illuminating a decorative fireplace and artwork on the wall. A patterned area rug adds texture to the space.
Flat in Kittanning
4.98 out of 5 average rating, 328 reviews

Old Meets New on Vine

Soak up the modern and vintage charm of this inviting 2 bedroom apartment. It is housed in our 1880's 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 welcoming living room features a comfortable light-colored sofa adorned with textured pillows. A round coffee table sits in the center, surrounded by a decorative rug. Natural light enters through large windows, which are framed by dark curtains, creating a serene environment.
Home in Vandergrift
4.96 out of 5 average rating, 26 reviews

Cozy Home in Historic Town

Unwind in this calm and stylish space. Enjoy the back deck as you are surrounded by nature. Relax in a comfortable living room while reading, or zone out to a movie and popcorn in the TV room. Guests have use of the large washing machine and clothes dryer, both with sanitizing abilities. Filtered drinking water is provided so bring your reusable water bottle!

Guest favourite
A charming blue cottage is depicted with a covered front porch, featuring white railings and outdoor seating. Lush greenery surrounds the home, providing a welcoming atmosphere. The driveway leads to an adjacent gravel area, and a garage can be seen in the background.
Cottage in Leechburg
4.76 out of 5 average rating, 105 reviews

The Kiski River Cottage Retreat

Location, location, location! This cozy cottage is located on the banks of the Kiski River right next to the historic walking bridge in Leechburg. Walking distance to downtown Leechburg. Close to several recreational boat launches and outfitters as well as biking and hiking trails. Also close to popular wedding venues. It is 45 minutes to downtown Pittsburgh.

Top guest favourite
A welcoming living area features a comfortable sectional sofa paired with a low wooden coffee table. A decorative rug is placed on the light-colored floor, while abstract artwork adorns the walls. Natural light streams in through a window beside the front door.
Flat in Natrona Heights
4.97 out of 5 average rating, 72 reviews

Cozy&Modern 2 Bdr Apt Natrona

Peaceful, family-oriented apartment in central Natrona Heights. Features 2 bedrooms, spacious kitchen, dining room, and cozy living room. Includes high-speed internet and Smart Home Security for guest safety. Suitable for families Beds: - 1 Queen bed with a Luxury Posturepedic mattress - 1 Queen bed with a Luxury Posturepedic mattress - 1 Sleeper Sofa

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
5 out of 5 average rating, 231 reviews

Mid-Century 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.

Popular amenities for Freeport holiday rentals