
Vacation rentals with a pool in Chester County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chester County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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.

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

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 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.

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.

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)

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.
Popular amenities for Chester County rentals with a pool
House rentals with a pool

Fireplace, Pool Table, In Ground Pool & Sun Room

Family home with Pool, Hot-tub & Pickleball court!

Peaceful Pines Hideaway

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Modern Farmhouse: Pool, Hot Tub & Pickleball

Quiet Country Home in Parkesburg, In Ground Pool

Fun for 8 / Weekly and Extended Stays

White Horse Guest Home w/ Pool & Spa
Other vacation rentals with a pool

Stylish 2 Bed | Pet & WFH Friendly

Family Friendly Apt (Pickleball & pool)

Peredur

Studio with Full Kitchen

Modern 1bed-1bath w/Pool/free P. KOP Town Center

Spacious Studio Suite 4 miles to Longwood Gardens

Farm Cottage w/ Pool, 10 Historic Acres

Private Barn Retreat With Pool 1BR | 1BA | Parking
Destinations to explore
- Cabin rentals Chester County
- Loft rentals Chester County
- Cottage rentals Chester County
- Private suite rentals Chester County
- Tiny house rentals Chester County
- Family-friendly rentals Chester County
- Rentals with lake access Chester County
- Pet-friendly rentals Chester County
- Condo rentals Chester County
- Apartment rentals Chester County
- Rentals with breakfast Chester County
- House rentals Chester County
- Guesthouse rentals Chester County
- Bed and breakfasts Chester County
- Townhouse rentals Chester County
- Rentals with a hot tub Chester County
- Hotel rooms Chester County
- Farmstay rentals Chester County
- Rentals with pools Pennsylvania
- Rentals with pools United States
- Hersheypark
- Pennsylvania Convention Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Hershey's Chocolate World
- Spooky Nook Sports
- Betterton Beach
- Temple University
- Bear Creek Ski and Recreation Area
- University of Delaware
- Drexel University
- Amish Village
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





