
Holiday rentals with a pool in West Chester
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Quick stats about holiday rentals with a pool in West Chester

Nightly prices starting at
West Chester holiday rentals start at $70 AUD 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!
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.

*Cheerful & Cozy 3BR / home with pool*
"Immerse yourself in luxury at our newly renovated 3-bedroom home, nestled in the charming residential enclave of Maple Shade, New Jersey. Perfectly positioned for both brief getaways and extended stays, it serves as an ideal retreat while exploring the dynamic city of New Jersey." 15 minutes from Downtown Philadelphia. Maximum occupancy 8 people. Pool Opening : May - September Private Drive way and Street Parking Available. Our Valued guest, Hanging out in the front is strictly prohibited.

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!

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.

Charming cottage
Welcome to this over 100 yr young charming cottage located betw New Hope Boro and Peddlers Village. Completely updated and renewed, this stylish open floor plan cutie has all new appliances, offering Bertazonni stove, Pfisher & Pakel fridge &much more! Two generously sized bedrooms on the upper level, full bathroom on first floor. Exquisite views of the professionally landscaped spacious rear yard and in ground pool with lg deck overlooking the grounds & charming paths to guide you thru

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 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.

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.

Guest cottage with pool in historic Bucks County
Welcome to Serendipity Knoll! Relax and unwind in this peaceful grove, completely secluded but centrally located near restaurants, shopping, historic sites and tourist activities. Stroll through the gardens, wander by the creek or sit and relax at the pool as you enjoy the surroundings on our beautiful two acre lot. We believe you will literally feel your stress melt away as you drive onto the property. Easily accessible by train(Septa) and by highway.
Popular amenities for West Chester rentals with a pool
House rentals with a pool

92 Acre Beautiful Farmhouse with in-ground 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

The Mint Cottage in Chesapeake City

Idyllic estate, close to downtown and the Amish.

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

Hot Tub, Firepit & Arcade Table Near Hershey
Other holiday rentals with a pool

Family Friendly AFrame w/Pool & Amish Country View

Meadowview Cottage

Carriage House in Landenberg

Breathtaking Waterfront w/pool and private dock

Modern Farmhouse: Pool, Hot Tub & Pickleball

Isaac Bahney Homestead w/ POOL & HOT TUB

Happy Trails Guest House “private pool & hot tub”

Family retreat w/pool, sauna & hot tub
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday 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




