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 favourite
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, 42 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
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
4.85 out of 5 average rating, 167 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 favourite
Guesthouse in Chester Springs
4.96 out of 5 average rating, 288 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 favourite
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
4.98 out of 5 average rating, 57 reviews

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.

Top guest favourite
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 favourite
Guest suite in Eagleville
4.86 out of 5 average rating, 395 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!

Superhost
The spacious backyard features a well-kept lawn with vibrant flower beds and a multi-level deck. A screened-in porch sits adjacent to the rear of the house, providing additional outdoor seating. The home is situated in a residential area, surrounded by greenery.
Home in Downingtown
5 out of 5 average rating, 4 reviews

6-8 ppl Getaway- to a home that will impress you

Located in a residential area. Three bedrooms two queen beds, 2 twins and a pull out queen couch in the living room. Sleeps 6-8 As you can see this home is very well-maintained home with pool table, hot tub, darts, foosball, private area to hang outside. The amenities for this home is great for visiting families, weddings, sports events. If you’re here during the summer you’ll have access to concerts and the pool. Walking dis. to many restaurants. Beautiful walking trails along creeks…

Top guest favourite
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, 136 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

Guest favourite
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 Philadelphia
4.85 out of 5 average rating, 46 reviews

6 Bdrm Twin in Germantown Minutes to Chestnut Hill

Large, beautiful twin home, designed for maximum comfort with high ceilings and ample natural light. 6 large fully furnished bedrooms, with wi-fi and internet. Located in the Historic Germantown section of Philadelphia. Close to transportation, shopping centers, and parks. Large kitchen, washer/dryer on-site, and very cozy porch to sit and enjoy the outdoors, as well as an outdoor picnic/BBQ area with hammock. There are two off-street private parking spots for each rental.

Top guest favourite
Guesthouse in Doylestown
4.92 out of 5 average rating, 510 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.

Top guest favourite
A spacious room features a large bed with soft linens, flanked by bedside lamps. A cozy red seating area with a small ottoman is present, alongside a wooden table and chairs. Natural light floods the space, complemented by a stylish wall clock and artwork decorations.
Barn in West Chester
4.96 out of 5 average rating, 46 reviews

Private Barn Retreat With Pool 1BR | 1BA | Parking

Cozy top floor barn with central air & heat. Here you'll find a private & secluded bedroom and bathroom fit for 2. A small "kitchenette" is available as well as an outdoor pool area to use at your leisure. Convenient location, 10 minutes from the center of West Chester & Downingtown. Easy parking directly outside of the barn. Our space is best suited for short term stays, so we limit bookings to one week.

Guest favourite
Apartment in Blue Bell
4.94 out of 5 average rating, 115 reviews

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

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