- USA
- Missouri
- St. Louis
- Winchester
- Vacation Rentals with Pools
Winchester Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Winchester with a Swimming Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
People Visiting Winchester Also Like
- Air Conditioner
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Security/Safety
- Child Friendly
- Laundry
- Air Conditioner
- TV
- Bedding/Linens
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Sports/Activities
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- TV
About Winchester Vacation Rentals with Pools on PickleTrip
Swimming pools are a great way to cool off during the hot summer months or to enjoy a relaxing soak after a long day of activities. At PickleTrip™, we offer a wide range of vacation rentals with swimming pools in Winchester to suit all types of travelers. Whether you are looking for a private pool for a family vacation, or a communal pool to share with other guests, we have something for all pickleball enthusiasts and every traveler.
Our vacation rentals with swimming pools come in all shapes and sizes to suit your needs and budget. From luxury villas with private infinity pools to cozy cabins with communal hot tubs, our rentals have something for everyone. We also offer a range of amenities such as WiFi, hot tubs, self-catering, and more to make your stay as comfortable as possible. Browse our selection of vacation rentals with swimming pools in Winchester and book your next vacation today!
Frequently Asked Questions About Winchester Rentals with Pools
There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Winchester:
- Cozy and Comfortable Home in West County
- Perfect Getaway 3BR/3BA Entire Home with Free Parking
- Charming entire ranch home - 3 bedrooms , 1-restroom ❤️ Free drive way parking ❤️
- Pet and Family Friendly House - Great Location- 30 Minutes to Downtown
- Entire Home/STL Co-Sleeps 6
- Charming entire ranch home with free parking
- Cottage of Castlewood
- 3-bedroom vacation home just 20 minutes from Six Flags St. Louis
- Convenient Newly Renovated Ballwin 2 Bedroom Condo
- Cozy vacation home just 20 minutes from Six Flags St. Louis
- Retro Ranch With Private Indoor Pool & Sauna St Louis, MO
- Becky's Oasis/West STL Co-Sleeps 1-6
- Landing at Reflection Cove Apartments - 2 Bedrooms in Town And Country
- Landing at Reflection Cove Apartments - 1 Bedroom in Town And Country
- Cozy vacation home just 20 minutes from Six Flags St. Louis
- Charming entire ranch home with free parking
- Cozy and Comfortable Home in West County
- Perfect Getaway 3BR 3BA Home Close to Parks and Shopping
See all pet-friendly luxury rentals in Winchester on PickleTrip
- Retro Ranch With Private Indoor Pool & Sauna St Louis, MO
- Becky's Oasis/West STL Co-Sleeps 1-6
- Landing at Reflection Cove Apartments - 2 Bedrooms in Town And Country
- Landing at Reflection Cove Apartments - 1 Bedroom in Town And Country
- Cozy vacation home just 20 minutes from Six Flags St. Louis
- Charming entire ranch home with free parking
- Cozy and Comfortable Home in West County
- Perfect Getaway 3BR 3BA Home Close to Parks and Shopping
