Vacation rentals with a pool in Montgomery County

Find and book unique homes with a pool on Airbnb

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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Superhost

The image shows a serene swimming pool set within a lush green landscape. The pool features a softly curving shape and crystal-clear water, complemented by a potted plant with pink flowers positioned at the edge.

Barn in New Hope

4.89 out of 5 average rating, 158 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

Guest favorite

A private swimming pool is surrounded by lush greenery, with colorful inflatable toys resting on the water's surface. Poolside lounge chairs are positioned on a gravel area, providing space for relaxation. Sunlight filters through the trees, creating a serene atmosphere.

Guesthouse in Chester Springs

4.96 out of 5 average rating, 273 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, 57 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.

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

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, 120 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

Superhost

A resort-style pool is illuminated in soft blue light, surrounded by lounge chairs and carefully landscaped greenery. The contemporary building features large windows with warm lighting, creating an inviting atmosphere. Soft clouds are visible in the evening sky, enhancing the tranquil setting of the community.

Apartment in Blue Bell

4.93 out of 5 average rating, 60 reviews

Peaceful Montco Apt | Great Location | AVE Living

✨ Discover our gorgeous 2-bedroom retreat just 26 minutes from Philly and 15 minutes from King of Prussia Mall! Your professionally furnished sanctuary features king beds, walk-in closets, and everything you need to feel at home. Splash in our seasonal pool, unwind at the fire pit lounge, or pamper yourself with on-site massages. Work remotely with ease in our business center with 18 beverage options always brewing! Pet-friendly with award-winning team ready to welcome you.✨

Guest favorite

A private pool is surrounded by a spacious patio area, featuring lounge chairs and a semi-circular seating arrangement. Lush greenery and decorative flowers enhance the outdoor space, while a charming shed can be seen in the background.

Guest suite in Eagleville

4.85 out of 5 average rating, 370 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 shared pool and hot tub are available from May 5th to October 5th. Please, no parties or smoking inside!

Superhost

An aerial view captures the expansive ranch surrounded by rolling hills and autumn foliage. The property features green lawns, a winding drive, and various outbuildings, offering a peaceful country setting in Boyertown.

Villa in Boyertown

4.8 out of 5 average rating, 200 reviews

Villa on a hill with indoor heated salt water pool

Come&stay at our ranch in the rolling hills of Boyertown.Alpaca’s and horses are here! Located on 10 acres, with long private drive.This home offers all the amenities you could want. Enjoy swimming all year round, featuring 2 pools, 1outdoor&1 indoor both w/Jacuzzi’s. Indoor pool and jacuzzi are heated. formal dining room,comfy living room, sitting room & more. This home sleeps 8 with five bedrooms. First floor bedroom& full bathroom perfect for those who can’t do stairs.

Guest favorite

A serene pool area is surrounded by lush greenery. White lounge chairs and a few tables provide ample space for relaxation. An umbrella offers shade, while a fenced area adds privacy. The brick patio complements the inviting turquoise water of the pool.

Guesthouse in Doylestown

4.92 out of 5 average rating, 414 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

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, 45 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.

Top guest favorite

Farm stay in Perkasie

4.97 out of 5 average rating, 188 reviews

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.