Vacation rentals with a pool in Delaware County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Delaware County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Apartment in Media

4.98 out of 5 average rating, 62 reviews

La Kaye Fle'(The Flower House) Exec Ste with Pool

Once you've arrived on the grounds of La Kaye Fle' consider you're home! Whether you're here for work or play or both if you please, this 1st level, 900 sq ft suite is perfect for your travels. There are no worries! We are located in the borough of Media, such a rare find! Private apartment, off street free parking, talk of the town grounds and fine amenities. There is a saltwater heated pool open in the warmer mos , private deck, walking distance to restaurants, bars, shopping and public trans.

Top guest favourite

Home in Philadelphia

4.99 out of 5 average rating, 114 reviews

Modern Home in heart of Fish-town w/ 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 available - full outdoor kitchen grill - outdoor sitting area - 24/7 free street parking is available on the street

Guest favourite

Apartment in Chadds Ford

4.91 out of 5 average rating, 262 reviews

Spacious & Peaceful, Pvt, 3mi Longwood Gardens

Comfy & Spacious Private Downstairs Suite in 2 acres of nature Private Pool Heated end of May to Sept 3 mi to Longwood Gardens aka “America’s Versailles”. Amazing! Ask about guest passes to the Gardens w/2 night stays. Winterthur, Brandywine River Museum, Wineries & more 3 Bedrms, 4 beds Beautiful lg bathrm & Powder room Dining/TV rm Kitchen: Convection oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

Top guest favourite

Guesthouse in Chester Springs

4.96 out of 5 average rating, 261 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.

Guest favourite

Home in Maple Shade

4.98 out of 5 average rating, 123 reviews

*Cheerful & Cozy 3BR / home with pool*

"Immerse yourself in luxury at our newly renovated 3-bedroom home, nestled in the charming residential enclave of Maple Shade, New Jersey. Perfectly positioned for both brief getaways and extended stays, it serves as an ideal retreat while exploring the dynamic city of New Jersey." 15 minutes from Downtown Philadelphia. Maximum occupancy 8 people. Pool Opening : May - September Private Drive way and Street Parking Available. Our Valued guest, Hanging out in the front is strictly prohibited.

Top guest favourite

Guest suite in West Chester

5 out of 5 average rating, 187 reviews

Spacious Studio Suite 4 miles to Longwood Gardens

As you come down the long private drive, you will be reminded that you are staying in one of most coveted areas of Chester County. Pictured is the main house which we reside in. Both grand & relaxing, you will be staying in the 1500 sq. ft. private walk-out open-concept studio with wine cellar bedroom, pool table, dedicated playroom & granite island. Sitting on 12.9 park-like acres every view is private with your own private pool. So tranquil yet just minutes away to Longwood Gardens and more.

Guest favourite

Villa in Morgantown

4.99 out of 5 average rating, 121 reviews

Mill Road Farmhouse: Restored with Beautiful Pool.

The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

Top guest favourite

Guest suite in Folcroft

5 out of 5 average rating, 32 reviews

Creekside Private Lower Level Apartment

Enjoy this nonsmoking, newly renovated full kitchen and bathroom with quartz countertops. Adjustable tempurpedic bed w lumbar, vibration, under bed lighting, and Ritz Carlton pillows and Hotel Collection bedding will put you in the clouds. Near Boeing, airport (10min) and train station 10 min walk. This is a great quiet place to work from. Apartment is private with a nice (motion detected) lighted brick and concrete path to entrance w patio around back. No stairs. Must be a non smoker!

Top guest favourite

Guesthouse in Elk Mills

4.97 out of 5 average rating, 119 reviews

Private Country Guesthouse Getaway Minutes from UD

Come stay at this relaxing private getaway! Located 10 minutes from the University of Delaware and tax-free Delaware shopping, 5 minutes from the breathtaking Fair Hill State Park and Milburn Orchards. The guesthouse is completely private, boasting a front deck and back deck surrounded by nature. The living room, bedroom, bathroom, and convenient kitchen are completely private. As a guest, you'll have the privilege of accessing the pool, which is exclusively reserved for you.

Guest favourite

Home in Downingtown

4.94 out of 5 average rating, 117 reviews

Lakefront Guesthouse

Come stay at our beautiful one bedroom guest house that sits on an eight acre lakefront property. This poolside guest house includes a spacious kitchen, full bathroom, and one bedroom with a queen sized bed. Whether you're local or visiting from out of town, spend your getaway relaxing by Marsh Creek Lake or take advantage of the wide variety of local attractions that Chester County has to offer. Our guest house is for a maximum of two adults only. No children.

Top guest favourite

Apartment in Chadds Ford

4.99 out of 5 average rating, 179 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Top guest favourite

Home in Newtown Square

5 out of 5 average rating, 13 reviews

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.