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

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

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.

Waterfront A-Frame Tiny Home at Red Run - Site 116
You'll love this unique and romantic escape. Enjoy a lakefront view in serene Amish Country Lancaster County, Pennsylvania. Nestled around the lake at Red Run Campground, enjoy a cup of coffee on the porch of your tiny home - or wet your fishing line in this catch and release fishing pond! The A-Frame Tiny Home features 1 bedroom, 1 full bathroom, kitchenette, and living room, as well as deck & firepit area. Also enjoy all of the amenities at Red Run Campground - including a pool (seasonal)!

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 closed until Spring
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!

The Vintage Suite at Park House
Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The pool and hot tub are closed for the season. They will be available again in May. Please, no parties or smoking inside!

Peaceful Retreat 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. *Please read the entire listing before you decide to book and message me with any questions you may have.

Family Fun Retreat | Pool, Hot Tub & Game Room
4 bedroom/2 bath home - modern renovation with retro flair. 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.

The Grey Wolf (studio-style loft suite)
Enjoy the clean, comfy, eco-friendly & private loft space with your own private HOT TUB! Situated on top of a hill in the beautiful lake area of Lititz, PA, you will enjoy lovely views and quiet privacy. The main house is detached & adjacent to the loft suite. The loft is located on the top floor of the carriage house. Explore charming downtown Lititz just 4 miles away! Pool open Memorial Day-Labor Day. Hot tub open year round. ONE parking space/EV charging fee

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.

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.

Peaceful secluded home w/ heated pool & waterfall
Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall opened and heated all year. Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!
Popular amenities for West Chester rentals with a pool
House rentals with a pool

Modern Home in heart of Fish-town & private yard

Smoker Family Estate, 5 BDR Home w In- Ground Pool

Devon Horse/ Penn Relays/FIFA all nearby

Fun for 8 / Weekly and Extended Stays

The Mint Cottage in Chesapeake City

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

Country Land Guest House

Spacious family home w/pool & game room
Other vacation rentals with a pool

Meadowview Cottage

Family Friendly AFrame w/Pool & Amish Country View

Thomas Ricketts Carriage House

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

Charming house in Glassboro

Breathtaking Waterfront w/pool and private dock

Glamping at the Alpaca Farmette

Spacious 4-bedroom house with a private pool.
Quick stats about vacation rentals with a pool in West Chester

Nightly prices starting at
West Chester vacation rentals start at G$10,457 GYD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across West Chester rentals

5 Average rating
West Chester stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Norfolk Vacation rentals
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Temple University
- Diggerland
- University of Pennsylvania
- Dutch Wonderland
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- The Franklin Institute
- French Creek State Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall





