Vacation rentals in Freeport

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Top-rated vacation rentals in Freeport

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Top guest favorite

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, 266 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 favorite

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, 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 favorite

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, 243 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 favorite

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

4.98 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 favorite

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

4.84 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 favorite

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, 473 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 favorite

A two-story black-framed house is set against a well-kept lawn, with stone steps leading to a white front door. Decorative plants and flowers adorn the entrance, and large windows provide light and views. Side areas are landscaped with greenery and features.

Apartment 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!

Guest favorite

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

4.94 out of 5 average rating, 286 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

Guest favorite

A cottage exterior is showcased at dusk, highlighting a front porch with wooden railings. Soft lighting illuminates the facade, while vibrant colors reflect off the walls. The sky transitions to a deep blue, creating a serene atmosphere as shadows softly blend into the surrounding landscape.

Home in Leechburg

5 out of 5 average rating, 7 reviews

West View Cottage

Relax at this quaint newly renovated one bedroom cottage, and enjoy enjoy the birds eye view of Leechburg from the front porch. Dine and shop in downtown Leechburg or prepare your own meals in our fully equipped kitchen. The bedroom is a queen bed and the couch in the living room is a pull out to a queen as well. The bathroom was fully updated with an easy walk in enclosed shower. Great house to get cozy and relax in.

Top guest favorite

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.

Apartment in Kittanning

4.98 out of 5 average rating, 322 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 favorite

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, 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 favorite

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, 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.