Holiday rentals in Freeport

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Top-rated holiday rentals in Freeport

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Top guest favourite

Guest suite in Highland Park

4.98 out of 5 average rating, 267 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

Home in Sarver

4.99 out of 5 average rating, 118 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

Home in Kittanning

4.89 out of 5 average rating, 245 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

Guest suite in Kittanning

4.98 out of 5 average rating, 122 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.

Guest favourite

Home in Leechburg

4.84 out of 5 average rating, 50 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.

Guest favourite

Flat in Pittsburgh

4.91 out of 5 average rating, 476 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

Flat in Butler

5 out of 5 average rating, 142 reviews

5-Star Downtown Butler Stay • Weekly/Mo. Discounts

Welcome to Suite Thyme…a cozy downtown Butler retreat. Whether you’re here for a weekend getaway, work trip, or just a peaceful reset, you’ll find thoughtful touches in this stylish walkable location! I love creating a space that feels like a true home-away-from-home, warm, clean, and welcoming. My goal is for guests to feel extra cared for and at home. Enjoy exploring Butler’s town charm, a local event guide, and five-star hospitality. Longer stay discounts too!

Top guest favourite

Home in Ellwood City

4.99 out of 5 average rating, 126 reviews

The Great Escape

As one of our guests noted: “This home is named perfectly. It was a great escape." We invite you to stay in our small but cozy house in the very quiet "Pittsburgh Circle" area of town. The property backs onto a greenbelt - down a sharp embankment you can see the Connoquenessing Creek - which you can enjoy from the covered patio or the breakfast table in front of the large window. We have seen deer, groundhogs, hawks, and even a bald eagle!

Top guest favourite

Flat in Kittanning

4.98 out of 5 average rating, 323 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

Home in New Kensington

5 out of 5 average rating, 223 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

Home in Leechburg

4.89 out of 5 average rating, 171 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.

Top guest favourite

Cabin in Indiana

4.92 out of 5 average rating, 594 reviews

Curry Run Cabin

This country cottage is tucked away in a beautiful setting to help you relax. It has a view of a half-acre pond for those who enjoy nature at its best. If you are traveling for work, you have access to a workspace at the cabin where your only distraction might be the waterfowl coming and going from the water.