Holiday rentals with a pool in Montgomery County

4.89 out of 5 average rating, 143 reviews

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

Guesthouse in Chester Springs

4.96 out of 5 average rating, 262 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.

Apartment in King of Prussia

4.93 out of 5 average rating, 61 reviews

Luxury Stay | KOP Town Center by Mall | AVE Living

📍 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.

5 out of 5 average rating, 48 reviews

Guest suite in Telford

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.

5 out of 5 average rating, 45 reviews

Home in Perkiomenville

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+

4.81 out of 5 average rating, 62 reviews

Apartment in Blue Bell

Luxury Townhome w/ Resort Amenities | AVE Living

Luxury Townhome Living. Strategic Philly Access. 📍 Blue Bell Villas offers professionally managed, professionally furnished townhomes just 26 minutes from Center City and 15 minutes from King of Prussia Mall. Enjoy bi-level living with king accommodations, fully equipped kitchens, and walkable closets. Premium amenities include saltwater pool, tennis courts, ½-acre dog park, and 24/7 fitness center with Technogym equipment. On-site team provides monthly housekeeping and 7-day/week service.

4.99 out of 5 average rating, 115 reviews

Home in Philadelphia

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

4.96 out of 5 average rating, 349 reviews

Guest suite in Perkasie

'The Garden Studio' Bucks Co./Doylestown/New Hope

Enjoy, walks, kayaking, wineries or horse riding close by. Visit the quaint river towns of NewHope,Frenchtown, Lambertville etc. 15 minutes to Beautiful Lake Galena and Lake Nockamixon, 30 minutes to the Lehigh Valley, 60 to Philadelphia, 90 to New York. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets). "The Garden Studio Apartment" and "The Little House" can be combined to accommodate more friends or family.

4.81 out of 5 average rating, 192 reviews

Villa in Boyertown

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.

4.92 out of 5 average rating, 378 reviews

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.

4.95 out of 5 average rating, 41 reviews

Barn in West Chester

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.

5 out of 5 average rating, 13 reviews

Home in Newtown Square

New Pristine Suburban Escape

Relax with the whole family at this peaceful and serene Suburban escape located in beautiful Newtown Square. This home features: -4 large bedrooms -First floor bedroom with bathroom -Huge yard -GYM -Steps away from a peaceful stream -FAST WiFi -Smart TVs with Streaming -Driveway Parking -Fully Stocked Kitchen -Outdoor Dining We are looking forward to hosting you at this incredible, one-of-a-kind home.

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House rentals with a pool

Home in Lansdale

4.8 out of 5 average rating, 87 reviews

Pool & Courtyard: Timeless Home in Lansdale

SarahRating, 5 stars2 weeks ago

We had a family gathering and this house was the perfect place for 8 people. Two more could have joined into this space. There are several shared spaces -two living rooms and a studio space-. The large dining room table could fit 11 people. With the proximity to green areas, we got to see rabbits and a wolf, but were mostly visited by birdsong. The pool area is in a separate building that has a game room, the outdoor pool, and outdoor chairs and tables under a roof (providing protection from sun and rain). The house is a 4 minute drive to a large grocery store. We greatly enjoyed staying in this well kept 1800s house. It feels very welcoming, bringing us to the heritage of this city.

4.92 out of 5 average rating, 52 reviews

Home in Barto

Cheerful 3 bedroom country home with a pool

PaytonRating, 5 stars3 months ago

Perfect location near bear creek mountain! Deb and John were very responsive and the house was very clean when we arrived. There were a bunch of ladybugs in the home though. Overall, I would recommend staying here!

Home in Philadelphia

4.7 out of 5 average rating, 10 reviews

Shawmont Chateau Elegant Retreat with Scenic View

AdrienneRating, 5 stars3 days ago

A truly exceptional stay! The Elegant Chateau in Philadelphia was absolutely stunning—spacious, beautifully decorated, and thoughtfully stocked with everything you could possibly need (even things you wouldn’t think of!). It’s the perfect space for entertaining while still allowing for privacy and comfort. One of the highlights for me was knowing it’s Black-owned, which made supporting this stay even more meaningful. I was proud to host family here. Whether you’re visiting during warm or cold months, the property is ready—swimming and grilling in the summer, cozy and well-equipped in cooler weather. The host was incredibly responsive and made everything seamless from start to finish. Only word of advice: keep your trash secured—there are some bold raccoons who like to make evening appearances, but they didn’t take away from an otherwise perfect experience. I’ve already recommended this gem to others and will definitely be returning myself. Highly recommend!

5 out of 5 average rating, 28 reviews

Home in Berwyn

Fun for 8

RichardRating, 5 stars5 months ago

The game room was absolutely amazing and the hot tub, also a highlight . We loved the bar and the frosted glassware. The hosts were present/available without being at all intrusive. There were ample bathrooms and shower facilities with towels a’plenty. The beds were comfortable and the fire place,an unexpected bonus. The kitchen facilities were roomy and fully stocked. It was clean, comfortable and tons of fun- worth every penny 😊

Home in Telford

5 out of 5 average rating, 4 reviews

1732 Historic Home on Beautiful & Spacious Grounds

KatrinaRating, 5 stars10 months ago

The place is cute and the property is beautiful. The pool is lovely and well taken care of by Stephany and her family. It was very easy to find the house and there are a lot of cute Farms and places to visit nearby. The beds are harder than I like, but my family found them comfortable. All of the bedrooms are upstairs and the back staircase is a little tricky, but I found it to be a fun way to get downstairs. The house was built hundreds of years ago and has quite the charming feel, most of the floors appeared to be original or close to it and we found that very amusing, the kitchen has updated ammenities and that was very welcomed. My daughter loved the trees in the house and enjoyed napping on the couch under one. They live her full time, so have many of their own personal items throughout the house; but they made sure to clear enough room for us to feel welcome and comfortable.