Vacation rentals with a pool in Montgomery County

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Top-rated rentals with a pool in Montgomery County

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

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Top guest favorite
A backyard swimming pool is surrounded by lush greenery and trees. Lounge chairs are placed on the wooden deck, with a gentle slope leading to a landscaped area featuring rocks and plants. The sky displays hues of pink and orange, indicating sunset.
Home in Berwyn
5 out of 5 average rating, 39 reviews

Fun for 8 / Weekly and Extended Stays

This fun lower house is in a quiet suburban area. Reservations are thoughtfully scheduled to preserve a calm residential experience and support the care of the home. The space sleeps 8 adults in beds, and 4 children on air mattresses. Enjoy access to a full kitchen, game room, bar, gas fireplace, and an adjoining backyard with gardens, pool, hot tub, and grill area. Chanticleer, Valley Forge Park, and Longwood Gardens are nearby. The owners in the upper house will make sure your stay is perfect.

Superhost
An inviting in-ground pool is surrounded by a spacious yard featuring well-maintained greenery and a variety of trees. Lounge chairs and umbrellas are positioned around the pool area, providing shaded spots for relaxation. The clear blue water reflects the soft clouds in the sky.
Home in Lansdale
4.73 out of 5 average rating, 26 reviews

Bridle Pool House Vacation House

Welcome to Lansdale PA, a very peaceful place to relax for the summer. This house is near supermarkets, Lowes, Applebees, Chick-fil-A, Kohl's, CVS, gas stations, Wawa, and the famous Freddy Hills Farm. It's also about 30 mins or so to Philadelphia and Allen Town PA. We are conveniently located right along Sumneytown Pike and five mins to route 476. This house is truly a unique find. There are tons of space to spread out and a massive family/sun room that leads to the very large in ground pool.

Superhost
A serene pool is framed by lush greenery, creating a tranquil outdoor space. The pool's clear blue water is reflected in the bright daylight, while a decorative potted plant adds a touch of color to the concrete surround.
Barn in New Hope
4.86 out of 5 average rating, 165 reviews

19th Century Bank Barn with Pool

19th century Bucks County bank barn nestled along Hickory Creek is a relaxing place for a couple's getaway. The amazing pool is perfectly situated on a bucolic 1-acre property with views of the creek and canal with a short walk to the riverside hiking and biking path. This 1800s bank barn has a 1 bedroom king bed with 1/2 bath connected by a spiral staircase to the downstairs living room featuring a full bath & vintage designer furnishing. There is also a seasonal glamping room with a queen bed

Top guest favorite
A bedroom features a spacious bed with a light grey blanket, flanked by two nightstands with lamps providing soft lighting. A dresser with drawers and a woven basket are positioned nearby. A large mirror reflects the tranquil space, enhancing its openness.
Guesthouse in Chester Springs
4.96 out of 5 average rating, 279 reviews

Newly Renovated Chester Springs Guesthouse

The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

Top guest favorite
A cozy living area features a small dark wooden table adjacent to a wall-mounted TV. Antique decor accents the warm golden walls, while a decorative fireplace is flanked by soft lighting. A woven basket holds books and candles atop a dark trunk, adding character.
Guest suite in Telford
5 out of 5 average rating, 60 reviews

Poet’s Corner | Private 4 Room Guest Suite

Take a trip back in time without leaving behind modern conveniences. This 4-room guest suite features a private garden entrance, professionally decorated interiors, and beautiful antiques to surround you as you write your novella. The dining area includes a food and beverage station with mini fridge/freezer, Nespresso coffeemaker, tea kettle, cooktop, mini oven and microwave. A private bathroom features a walk-in shower. A second bed is available for additional guests via a queen sleeper sofa.

Top guest favorite
A circle of four black Adirondack chairs is positioned around a gravel area, facing a lush landscape filled with trees. The sky above is partly cloudy, allowing light to filter through, enhancing the serene outdoor setting.
Home in Perkiomenville
4.98 out of 5 average rating, 49 reviews

Creekside Cottage with Pool on the Perkiomen Trail

Fully renovated 1870 cottage on the Perkiomen Creek. Great for the outdoor lover! Fish for bass from the backyard, swim in the private in-ground pool, or take a walk or bicycle ride on the 20 mile long Perkiomen Trail, right outside the front door! Green Lane park is close by where you'll find boat rentals, great hiking trails and a beautiful place to picnic. Come home to a fully equipped kitchen, spacious bathroom with walk in shower and fire pit for evening relaxation. Age requirement 25+

Top guest favorite
Guest suite in Eagleville
4.86 out of 5 average rating, 384 reviews

The Vintage Suite at Park House

Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The pool and hot tub are closed for the season. They will be available again in May. Please, no parties or smoking inside!

Top guest favorite
An outdoor area features a hot tub surrounded by warm wooden decking, complemented by an outdoor grill and minimal landscaping. Colorful round tables sit on a grassy surface, with built-in seating along the perimeter, providing a cozy space for relaxation and gatherings.
Home in Philadelphia
4.99 out of 5 average rating, 131 reviews

Modern Home in heart of Fish-town & private yard

Welcome to our custom townhome located in the heart of Fish town, only a short 10 min drive to City Hall & walking distance to many local bars, restaurants, grocery, thrift stores, and a Subway. Our home is a 3 bedroom, 2,5 bath space which can comfortably accommodate up to 8 guests and 2 children - Hot tub - full gym - 86" smart TVs w Netflix/Disney+/ prime - pack and play / baby chair - full outdoor kitchen grill - outdoor sitting area - 24/7 free street parking is available

Top guest favorite
Guesthouse in Glenside
4.92 out of 5 average rating, 237 reviews

Cozy 2BR Guesthouse Retreat Near Philly

Welcome to Cozy Cricket’s Cove! Step into a thoughtfully curated space where comfort meets style. The open-concept living room flows into a modern kitchen stocked with essentials, while two serene bedrooms offer plush beds, calming colors, and soft natural light. Every detail has been designed to create an atmosphere of warmth, ease, and connection — a true home away from home near the heart of Philadelphia. Make our story part of yours—book your stay at Cozy Cricket’s Cove today.

Superhost
Home in Willow Grove
4.9 out of 5 average rating, 144 reviews

Cozy Getaway in a Friendly Neighborhood

This charming home is located in the suburban community of Willow Grove, just outside Philadelphia. The house offers comfortable accommodations, making it perfect for families or small groups visiting for a wedding, concert, or event. Late Spring/Summer/Early Fall - you can enjoy our large pool, providing a refreshing retreat for guests. The property is situated just 13 miles from Center City and 19 miles from PHL, offering easy access to everything the city has to offer!

Top guest favorite
Guesthouse in Doylestown
4.92 out of 5 average rating, 463 reviews

Guest cottage with pool in historic Bucks County

Welcome to Serendipity Knoll! Relax and unwind in this peaceful grove, completely secluded but centrally located near restaurants, shopping, historic sites and tourist activities. Stroll through the gardens, wander by the creek or sit and relax at the pool as you enjoy the surroundings on our beautiful two acre lot. We believe you will literally feel your stress melt away as you drive onto the property. Easily accessible by train(Septa) and by highway.

Guest favorite
Apartment in Blue Bell
4.94 out of 5 average rating, 108 reviews

Furnished 1BR | Resort Amenities | AVE Blue Bell

Experience effortless living in a furnished one-bedroom apartment at a premier residential community offering resort-style amenities near Philadelphia. Enjoy flexible stays, curated interiors, and exceptional onsite service, just minutes from major employers, shopping, and dining. Perfect for corporate travelers, relocators, and extended stays seeking comfort, convenience, and sophistication. Live Better here

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