
Holiday rentals with a pool in West Chester
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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.

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.

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!

The River Nook in Lancaster
Our cozy three bedroom, two bathroom riverside cottage comfortably sleeps 6-8 adults, includes a 3 sided fireplace, fully stocked kitchen, and multiple seating areas both indoors and outdoors. Scandinavian, rustic/modern decor includes a hanging rope bed. Outdoor pavilion and spacious backyard in a quiet neighborhood make this the perfect getaway! *5 min to downtown Lancaster *5 min to the Riverdale Manor *10 min to Dutch Wonderland *15 min to Sight & Sound Theater *40 min to Hershey Park

Smoker Family Estate, 5 BDR Home w In- Ground Pool
This beautiful, spacious home is located in scenic Berks Co. Guests will enjoy comfortable accommodation with plenty of room to spread out: A large kitchen w all the essentials for cooking, 2 living room spaces, a Smart TV and WIFI throughout, 5 bedrooms (2 bedrooms have king beds), 2.5 baths, lots of outdoor spaces including a large deck w outdoor seating and pellet grill, a swing set for childen, a firepit, and a fenced in outdoor pool (2ft to 9ft) available Memorial Day to Labor Day.

Ode to the '70's - hot tub & pool in Honey Brook
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.

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.

Beautiful split level home,with pool and hottub
Welcome to Anne’s house! A spacious,newly renovated,split level home in Lancaster county. Minutes from the main attractions such as Dutch wonderland,the town of Intercourse,Bird in Hand and much more. You will have the house,beautiful inground pool,hottub and backyard all to yourself. Anne’s house comes with designated work space,WiFi,three smart TVs plus ,a chairlift for the main stair case,and all your basic needs
Popular amenities for West Chester rentals with a pool
House rentals with a pool

92 Acre Beautiful Farmhouse with in-ground pool

Findley Farm View Cottage (Outdoor Pool!)

Creek home with pool & waterfall heated all year

Peaceful Retreat Pool and great outdoor space

The Mint Cottage in Chesapeake City

Hot Tub, Firepit & Arcade Table Near Hershey

Country Land Guest House

Charming cottage
Other holiday rentals with a pool

Meadowview Cottage

Thomas Ricketts Carriage House

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

Idyllic estate, close to downtown and the Amish.

Isaac Bahney Homestead w/ POOL & HOT TUB

Mill Creek Luxury Manor: Pool+ Hot Tub+ Game Room

Private INDOOR HEATED POOL+HOT Tub-Family Friendly

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

Nightly prices starting at
West Chester holiday rentals start at $84 NZD 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
- Plainview Holiday rentals
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Betterton Beach
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square
- Ridley Creek State Park




