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

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.

5.0 out of 5 average rating, 56 reviews

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

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.

4.96 out of 5 average rating, 305 reviews

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

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

4.84 out of 5 average rating, 184 reviews

Top guest favorite

A spacious living area features a large sectional sofa with an accompanying ottoman, set atop an ornate area rug. The high, wooden ceiling displays exposed beams. Bookshelves line the wall, and large windows provide natural light to the inviting space.

Cabin in New Hope

Private Luxury Log Cabin

This beautiful, luxurious and private, Log Home located in New Hope was build less than 10 years ago. As you enter from the main deck you immediately find yourself in a large living space with a floor to ceiling fireplace anchored with majestic windows all the way up to the vaulted ceiling. The open floor plan carries you into the eating area/breakfast room and well appointed kitchen with stainless steel appliances. Enjoy a fully stocked game room, as well as lots of bikes and peddle cars.

4.92 out of 5 average rating, 90 reviews

Top guest favorite

Guest suite in Eagleville

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!

4.86 out of 5 average rating, 429 reviews

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 Kensington

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

4.99 out of 5 average rating, 158 reviews

The historic Morgan Hughes Homestead features a charming façade with a blend of stone and light-colored siding. Lush green shrubbery lines the walkway, and a flag hangs from a post beside the entrance, indicating a welcoming atmosphere for guests.

Home in Lansdale

Pool & Courtyard: Timeless Home in Lansdale

5,000 Sq Ft | Outdoor Entertainment Space | Pool Table & Bar | Dog Friendly w/ Fee Live like royalty at this stunning home in Lansdale! Known as the ‘Morgan Hughes Homestead,’ this 4-bed, 4.5-bath vacation rental offers the perfect blend of vintage charm and modern flair. Grill out in the courtyard, play a round of pool, or bask in the enchantment of the classic features that have withstood the test of over 300 years. When you’re ready to explore, embark on a tour of Merrymead Farm!

4.81 out of 5 average rating, 120 reviews

Guest favorite

A cozy living area features a yellow sofa and a matching ottoman, surrounded by two brown armchairs. A glass coffee table rests on a patterned rug, while a potted plant and artwork enhance the space. Natural light enters through a large window.

Home in Germantown

6 Bdrm Twin in Germantown Minutes to Chestnut Hill

Large, beautiful twin home designed for comfort with high ceilings and natural light. Features 6 fully furnished bedrooms with Wi-Fi. Located in Philadelphia's Historic Germantown, close to transportation, shopping, and parks. Enjoy a spacious kitchen, on-site washer/dryer, cozy porch, outdoor BBQ/picnic area with hammock, and two off-street private parking spots. Seasonal pool available; check with host for availability before check-in, as availability may change without notice.

4.85 out of 5 average rating, 59 reviews

Guest favorite

Apartment in King of Prussia

Modern 1bed-1bath w/free Parking. KOP Town Center

Welcome to our newly furnished apartment in the heart of King of Prussia. This cozy and stylish space features one queen bedroom, a full bathroom, a comfortable queen sofa bed, and a private balcony to relax and enjoy your stay. The modern kitchen includes an espresso machine and air fryer for your convenience. Located minutes walk from shopping, restaurants, entertainment, and major highways, our apartment is perfect for both business and leisure travelers.

5.0 out of 5 average rating, 12 reviews

Top guest favorite

Guesthouse in Doylestown

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.

4.93 out of 5 average rating, 552 reviews

Guest favorite

Guesthouse in Glenside

Cozy 2BR Guesthouse • Hot Tub • Near Philly

Escape to a private 2BR retreat in Glenside, designed for relaxation just outside Philadelphia. Unwind in your private 6-person hot tub, gather around the fire pit, or enjoy the peaceful fenced backyard and patio. Inside, two king beds, central AC, a full kitchen, fast WiFi, washer & dryer, and treadmill make settling in easy. Convenient to Center City, Sesame Place, SEPTA, and local wedding venues. Family- and pet-friendly with free driveway parking.

4.9 out of 5 average rating, 277 reviews

Guest favorite

Apartment in Blue Bell

Golfer's Dream | Luxury 1 Bed Apt

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

4.93 out of 5 average rating, 117 reviews