Holiday houses in Freeport

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Top-rated holiday rentals in Freeport

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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, 124 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

ATTENTION: If you are planning to book in February 2026, please reach out to us before booking! We are currently doing maintenance on our pool and hope to be re-opened by 2/14/26. 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! 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.

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, 101 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
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, 292 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.

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, 256 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
The Victorian house is illuminated at night, highlighting its charming architectural features. Warm light spills from the windows and soft white lights adorn the porch. A staircase leads from the porch to the upper level, surrounded by greenery and a serene nighttime sky.
Guest suite in Kittanning
4.97 out of 5 average rating, 130 reviews

River House

Welcome to the River House! A unique rental located in a quiet town along the Allegheny River 35 miles north of Pittsburgh. This second story unit has modern amenities nestled in a Victorian House built in 1862. Located directly across from Kittanning Riverfront Park & Amphitheater. Close proximity to Rails to Trails, Buttermilk Falls, boat launch, trout streams, and many other outdoor activities. Come relax on your private balcony, on the deck over-looking the river, or on the dock.

Top Guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Apartment in Pittsburgh
4.91 out of 5 average rating, 500 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Top Guest favourite
A log cabin structure is featured with a wide covered porch, complemented by wooden railings. Lush green grass surrounds the building, and multiple windows allow natural light to fill the interior. The exterior exhibits a combination of wooden logs and stone detailing.
Farm stay in Leechburg
4.92 out of 5 average rating, 102 reviews

Farm getaway! Come stay at the Lodge on the Leap.

Come stay at the Lodge on the Leap for a refreshing getaway. Sit back and relax on the covered porch and watch the Mini Donkeys and Goats out in the field. You may also see an occasional deer or turkey. Sit by the pond, or take a stroll on one of the many walking trails. We have recently converted our basement into a quaint 2 bedroom apartment. It is complete with a living room, full kitchen, bath and laundry area. Both bedrooms have a queen size bed.

Top 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, 362 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!

Guest favourite
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.
Apartment in Glenshaw
4.93 out of 5 average rating, 305 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
Apartment in Kittanning
4.99 out of 5 average rating, 349 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 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, 248 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.

Guest favourite
A two-story home is framed by colorful autumn foliage. The exterior features a white facade with a front porch. A grassy area dotted with small trees and fallen leaves is visible in the foreground, highlighting the seasonal charm. Nearby, additional homes can be seen in a natural setting.
Home in Leechburg
4.89 out of 5 average rating, 179 reviews

Getaway On the River and Bike Adventure

Clean and comfortable home on the Kiskiminetas River. Walk, bike or drive to restaurants and shops in Leechburg. Bike on the Leechburg Tow Path Trail which connects to downtown Leechburg and hundreds of miles of rails to trails in Armstrong County. Float, kayak and fish on the river all within a 40 minute drive to downtown Pittsburgh.

Popular amenities for Freeport holiday rentals