Holiday rentals with a pool in Northwestern Pennsylvania

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Top-rated rentals with a pool in Northwestern Pennsylvania

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor patio area is showcased, featuring a shaded pergola with comfortable seating. A swimming pool is visible behind a surrounding fence, with lounge chairs positioned beside it and a well-maintained grassy area in the background.
Tiny home in Cherry Creek
4.98 out of 5 average rating, 126 reviews

The Poolside Tiny House & Rustic Barn Game Lounge

Lola’s Oasis is a hidden gem on beautiful grounds, the perfect romantic escape in a small town for fall foliage, wineries & autumn adventures!The property has this cozy Tiny House & several unique amenities private to yourselves: a Rustic Barn Bar & Game Room, pergola patio with bonfire, slate bar & 2 charcoal grills, plus a hammock, swing & small orchard. Bikes available. It’s a central location-Hiking 5 min, Lily Dale & Lake Erie 20 min,Jamestown & Ellicottville 30 min, &Buffalo/Niagara 50 min

Top guest favourite
The cabin exterior features a rustic wooden structure with a welcoming entrance. A spacious deck with seating is visible, surrounded by lush greenery. A grill and prep area are set up near the entrance, providing an inviting spot for outdoor meals. A friendly pet can be seen nearby.
Tiny home in Machias
4.87 out of 5 average rating, 434 reviews

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

Top guest favourite
A vibrant field of blooming blueberry bushes extends into the distance, framed by lush greenery. The sky is filled with soft, white clouds, creating a serene backdrop for the expansive landscape. Paths between the bushes invite leisurely strolls through the farm.
Farm stay in Cattaraugus
5 out of 5 average rating, 154 reviews

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

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, 122 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.

Top guest favourite
A modern log cabin exterior is captured at night, featuring a illuminated hot tub and swim spa with blue lighting. Access stairs lead to the hot tub area, with a glimpse of a comfortably furnished indoor space visible through large glass doors.
Cottage in Petersburgh
4.99 out of 5 average rating, 114 reviews

Staycation Lake Cottage HUGE Year Round Swim Spa

This mid 1800's log cabin, built as humble servant's quarters, has been completely transformed. It's now a spacious lake home with multiple additions and an unexpectedly gigantic swim spa for year-round relaxation, romance or fun! Feel at peace, at home and pleasantly surprised by quality time connecting with loved ones in a tranquil natural setting. 8 Adults plus space for additional young kids! WIFI Smart Roku TVs Boardman and Youngstown attractions. Minutes from Turnpike

Top guest favourite
A cozy living area features a gray sectional sofa, two armchairs, and a wooden coffee table, all positioned on a patterned area rug. Natural light enters through large windows, complementing the wood stove and the television unit nearby. The open layout connects to a dining area.
Cottage in Mercer
4.99 out of 5 average rating, 132 reviews

Charming Farm Cottage

Relax with the whole family at this peaceful homestead cottage nestled among mature pines. Scenic views and tasty natural treats abound on the guest house of this 6 acre homestead. Enjoy an evening by the wood stove or watch the sunrise from the pet friendly deck. Ask about lawn games or access to pool and spa attached at the owners' residence down the lane. Located minutes away from fishing lakes, colleges, state parks, game land, and Downtown Mercer. Easy access from I-79, I-80.

Guest favourite
A serene sunrise is captured over rolling hills, with a gentle mist enveloping the landscape. The sun rises on the horizon, casting warm hues of orange and yellow. Lush greenery is visible in the foreground, enhancing the peaceful ambiance of the natural setting.
Guest suite in Meadville
4.92 out of 5 average rating, 12 reviews

Private Suite with Pool Access | Amazing View

Welcome to Sunrise Suite at Legacy Point, your cozy getaway nestled in the heart of East Mead Township. This charming 1-bedroom, 1-bathroom rental is perfect for couples or solo travelers seeking a serene retreat with a breathtaking view. Space includes refrigerator, microwave and Keurig for your convenience. Enjoy the hot tub and access to property pool when in season. Immerse yourself in the tranquility of the surroundings and unwind in a space designed for relaxation.

Guest favourite
A rustic red barn and silo are featured in this image, representing a working farm. The structure exhibits vibrant colors and a well-maintained exterior. The foreground includes gravel, contributing to the farm's authentic atmosphere, with open space surrounding the buildings.
Campervan/Motorhome in Machias
4.78 out of 5 average rating, 123 reviews

Glamping at the Farm

-We invite you to come be a happy "Glamper" and have a unique farm experience. The Glamper has everything you will need. It is located near our barns and play area, has a stunning view of the valley. -5 minutes from Lime Lake, 20 minutes from Ellicottville, 45 minutes from Buffalo, and 65 minutes from Niagara Falls. -Outdoor area includes a picnic table, small grill, and a fire pit. Tents are allowed (tent rental available at the farm). Open May 1 - October 13.

Top guest favourite
A bright bedroom features a spacious bed with a light-colored quilt. Natural light floods in through a set of French doors, leading to an outdoor area. Wooden flooring complements the light green walls, while a floral armchair and bedside tables enhance the decor.
Guest suite in Gibsonia
4.92 out of 5 average rating, 128 reviews

Cima Palazzo - Mansion on the Hill

In-law suite in quiet upscale neighborhood. I call it Cima Palazzo or Mansion on the Hill. Italian decor. Access to a hot tub and backyard pool. My wife and I live in the main house. There are 2 bedrooms and 1 bath (which is accessible by going through master bedroom), a full kitchen with modern appliances and a living area. Master bedroom has a large walk-in closet. 2nd bedroom has a beautiful skylight. Access to a laundry room that is shared with the owner.

Top guest favourite
A cozy seating area includes a gray sleeper sofa adorned with decorative pillows. Vintage ski posters are displayed on the wall, alongside ski equipment. A wooden trunk serves as a coffee table beneath soft lighting, while natural light filters in through the sliding glass door.
Apartment in Ellicottville
4.9 out of 5 average rating, 243 reviews

Wildflower Studio Retreat

Clean and cozy ground floor studio townhouse less than 5 minutes away from Holiday Valley Resort/Pools/Golf Course and Driving Range/Sky High Adventure Park Located in Wildflower Complex Queen Murphy bed and sleeper sofa bed (queen with memory foam) Free WiFi Fully equipped kitchen Private patio Charcoal grill available to use at the gazebo Shuttle service to the slopes during winter season Walk to town for brewery/winery/restaurants/shops Bike and hiking trails

Top guest favourite
The exterior of the farmhouse showcases a brick facade and a welcoming sign. A spacious front yard is framed by neatly trimmed shrubs and tall trees, while a paved driveway leads to the entrance. A cloudy sky provides a serene backdrop.
Farm stay in Meadville
4.97 out of 5 average rating, 162 reviews

Luxury Farm Getaway at Sunset Hill

Sunset Hill is a premier gateway to experience a mix of simplicity and splendor. Just off of Interstate 79 it is driving distance from Erie, Cleveland and Pittsburgh. This farmhouse getaway offers an escape from the fast-moving metro areas, yet is close to many local attractions. The home features a large back yard with many outdoor games in the summertime and includes a heated indoor pool, hot tub, sauna, and much more. Great for families and large groups.

Top guest favourite
A rustic red farmhouse is set among green grass and trees under a clear blue sky. The structure features multiple large windows, allowing natural light to illuminate the interior. An inviting exterior includes a covered porch and ornamental details, contributing to the house's charm.
Cottage in Knox
4.9 out of 5 average rating, 155 reviews

Jacuzzi&Sauna-The Carriage House at MitchellPonds

Contact host for seasonal weekday specials! Our 2 houses are nestled among hickory and walnut trees creating a peaceful, quiet atmosphere . Each window of the rustic Carriage House has a unique view of the country beauty. The large windows showcase the shady pond where lily pads abound. Read a book on the cute bridge over the ponds or fish along the banks. The private Jacuzzi tub of the large ground floor bathroom adds to the relaxation!

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