Holiday rentals with a pool in Chester County

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.

Cozy country pool getaway that's pet allowed!

Large solar heated pool for summer fun! Pool is seasonal and shared. Relax and enjoy the peaceful surroundings on one acre at the end of a cul-de-sac. It's a cozy little suite with a large yard. Private space all to yourself, with parking and seperate entrance. AC, queen bed, sleeper sofa, microwave, Keurig coffee, Air fryer, hot plate and mini fridge. Bathroom with necessary toiletries, sink and large walk in shower. If you like, Amish style sticky bread will be left out for your enjoyment.

King’s place, hot tub. Pool is open for summer!

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Loft 311

Enjoy a peaceful vacation tucked away in a valley below a swath of Lancaster County farmland. Located in Adamstown, PA, "Antiques Capital USA", this studio-style loft is less than 5 minutes from 272, 222, and the PA Turnpike, and less than half an hour from the many tourist attractions and local hotspots in Lancaster and Reading. If you enjoy bicycle riding, you'll be able to travel on your own steam to a dozen local antique shops, or take it easy and lounge by the pool with the family.

Luxury Mansion: Heated Pool+HotTub+Arcade Room

Our Shirktown Road home is hands down the most beautiful vacation rental in all of Lancaster County. With 7 bedrooms + 4 baths there's plenty of space for the whole family. The interior was redone this year by a professional designer with the perfect vacation in mind. Spend your summer days by the stunning pool, hot tub, and outdoor kitchen/patio area and your winter days sitting by the fireplace + playing games in the den. We've also added a Game Room + Playstation for even more fun.

Spacious &Peaceful, Pvt Pool, 3mi Longwood Garden

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: Oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

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.

Family Fun Retreat | Pool, Hot Tub & Game Room

4 bedroom/2 bath home + game room! Large backyard with saltwater pool, hot tub, grill, fire pit, and kids playhouse! (Pool open May-Sept) We've furnished this home with our favorite pieces to create a space that inspires creativity & life. Pickleball courts within walking distance in local park. Paddles and balls provided. Close to the Honey Brook Thrift Store, September Farms & other local attractions! 1/2 hour to Lancaster City, Exton/King of Prussia.

Waterfront A-Frame Tiny Home at Red Run #116

Red Run presents this unique lakefront A-frame tiny home nestled in the peaceful Amish Country of Lancaster County. Enjoy a private bedroom, full bathroom, kitchenette, cozy living area, private deck, and fire pit. Relax with morning coffee by the water, fish in the catch-and-release pond, or enjoy campground amenities including the seasonal pool. The perfect getaway for a romantic escape or peaceful retreat.

Family Friendly Apt (Pickleball & pool)

Welcome to our cozy 2 bedroom apartment. Both bedrooms offer a queen size bed, and the master bedroom has a door that leads to the bathroom. The living room is open, spacious, and ideal for family time. Enjoy home cooked meals in the fully equipped kitchen, movie nights on the smart TV, and peaceful mornings with plenty of natural light. There is also a gas grill outside available for you to use!

Peaceful Retreat with pool and great outdoor space

Peaceful and spacious home on a 2 acre lot with a small above ground pool. Great outdoor space with fire pit and seating area. Located just minutes from beautiful Lancaster County. 15 to 30 minutes from most local attractions. Philadelphia is about an hour away. There is an Amish farm market nearby. Our place is great for families with children, couples, business travelers and more.

Sweet home w/pool & woods at peaceful Glen Mills

*PLEASE READ ADDITIONAL RULES - There will be reports the instance our policies are breached Relax with the whole family at peaceful township Glen Mills. Many natural trails and parks around, 10 mins to Ridley Creek State Park, 20 mins to Longwood Garden, one of the best attractions in Pennsylvania, 25 mins to Philly international airport, Wilmington of Delaware, 35 mins to Philly.