Holiday 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, 40 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
Guest house in Chester Springs
4.96 out of 5 average rating, 286 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.

Serviced apartment in King of Prussia
4.89 out of 5 average rating, 82 reviews

Stylish 2 Bed | Pet & WFH Friendly

📍 Strategic Location. Premium Accommodations. Optimal Efficiency. 🏡 AVE KOP delivers exceptional value with professional on-site management and 24/7 support services. Positioned within walking distance to King of Prussia Town Center, medical facilities, and 4 minutes from King of Prussia Mall featuring Netflix House (coming soon). Amenities include fitness center with on-demand programs and resort-quality recreation areas. Pet-friendly with no restrictions. All utilities & services included.

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, 389 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…

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
4.82 out of 5 average rating, 106 reviews

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!

Top guest favourite
Flat in King of Prussia
5 out of 5 average rating, 14 reviews

Modern 1BR 2BA Condo | w/ Pool | KOP Town Center

Enjoy a fresh, modern stay in the heart of King of Prussia ✨ This newly updated 1-bedroom apartment is fully furnished with all brand-new furniture, including a new mattress, couch, and more, giving you a clean, comfortable space that feels amazing to come home to. The apartment features a fully equipped kitchen with an air fryer, espresso machine, refrigerator with freezer, and cookware, plus a cozy living area with a smart TV, perfect for relaxing after your day.

Top guest favourite
Guest house in Doylestown
4.92 out of 5 average rating, 501 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.

The exterior of the elegant estate is shown, highlighting its historical architecture within a lush, green landscape. Inside, bright, airy spaces feature a staircase leading to a second floor, a modern kitchen with stainless steel appliances, and a cozy dining area next to a window. A luxurious bathroom with a soaking tub and a well-furnished bedroom with a spacious bed complete the inviting interior.
Cottage in New Hope
4.82 out of 5 average rating, 244 reviews

Carriage House 6098: Nestle In & Unwind

Carriage House 6098 is a Scandi‑inspired, modern rustic cottage renovated in 2019, designed as a serene getaway for couples or small groups of up to four guests. It features two bedrooms, one and a half bathrooms, and a thoughtfully equipped kitchen with a classic AGA stove, a large Samsung refrigerator, and an AI‑enabled all‑in‑one washer‑dryer for easy living. Soft woods, neutral tones, and hygge‑inspired decor create a cozy, restorative ambiance.

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.

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