Vacation 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.

Location · Family · Pool

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

This gorgeous home is located at the very top of a hill in one of the most central locations in Lancaster County. You'll be surrounded by breathtaking views of the nearby farmland and the interior has been beautifully decorated in calming, neutral tones. No amenity has been spared for your stay some of which include a spacious master suite, stunning kitchen, Keurig machine, large game room, a kid's toy room, a firepit, yard games and a patio with outdoor seating, a hot tub, pool and a grill.

Location · Family · Laundry

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.

Location · Value · Comfort

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.

Value · Location · Bathroom

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!

Location · Family · Quiet

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.

Family · Value · Wifi

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

Location · Family · Shared spaces

Sweet home w/pool & woods at peaceful Glen Mills

IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.

Family · Location · Heating

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.

Location · Value · Long stay

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.

Location · Family · Hospitality

Gasthof Fretz -your Bavarian hideaway!

A lovely place to experience "Gemütlichkeit" (coziness) in a storybook Bavarian-style Village. Overlooking the fountain, you are centrally located on the Plaza. Should your plans include exploring the area, you're ideally located between Reading and Lancaster and just off a PA Turnpike interchange, even Hershey Park is a short drive away; we're an ideal spot as a base to tour the PA Dutch region while staying in "Kleine Bayern." (Little Bavaria)

Family · Location · Layout

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 · Location · Grill