
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.

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.

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.

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

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.

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+

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!

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!

Luxury/private Full Apartment 1BR- King of Prussia
Enjoy a fresh, modern stay in the heart of King of Prussia ✨ This newly updated one-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.

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.

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.

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

1800's Carriage House on Welcome House Farm
The cozy yet spacious Carriage House at Welcome House Farm has been newly renovated while still maintaining its original character as a historic bank barn. It poses an open floor plan with fireplace, exposed beams, natural lighting, and bedrooms with picturesque views. A variety of friendly farm animals await guests. Perfect venue for a weekend getaway and retreat.
Popular amenities for Montgomery County rentals with a pool
House rentals with a pool

6 Bdrm Twin in Germantown Minutes to Chestnut Hill

Centrally Located Family Home w/ Pool

Carriage House with Pool in Lower Merion Township

New Pristine Suburban Escape

Pretty & Pink Double House.

Bucks County Cozy
Other holiday rentals with a pool

Furnished 3 bedroom apartment – 1375 sqft

Cozy 1 br Apartment with full amenities!

King of the hill

Furnished 1 bedroom apartment – 707 sqft

Furnished 2 bedroom apartment – 1088 sqft

Resort Style Stay in KOP | Near Mall | AVE Living

Lovely One Bedroom Suite

Furnished 2BR | Resort Amenities | AVE Blue Bell
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Blue Mountain Resort
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
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- Wells Fargo Center
- Bear Creek Ski and Recreation Area
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- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
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- Marsh Creek State Park
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