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Chester Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Chester with a Swimming Pool
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About Chester 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 Chester 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 Chester and book your next vacation today!
Frequently Asked Questions About Chester Rentals with Pools
There are a lot of options in Chester. If you plan on staying in the Chester 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 Chester:
- Charming 3-bedroom exclusive house with WiFi, AC in serene Chester
- Family Home In the Heart of the Village of Chester
- Gorgeous Oceanfront Estate with Heated Seawater Pool
- In ground HOT TUB + 2 primary bedrooms w/ensuites
- Clearwater Lake Lodge is the perfect destination for any special occasion.
- Delightful self contained cottage in the Charming Village of Chester by the sea
- EXQUISITE DESIGNER CHESTER VILLAGE CLASSIC! 5Bdm 2Bath
- Spacious Chester Village House, 4 Bedrooms, 2.5 Baths
- 1800' | Front HBR | DT 5 Min Walk | Water views
- Ocean Side Retreat
- In ground HOT TUB + 2 primary bedrooms w/ensuites
- Oak Island Resort & Conference Centre
- Charming 3-bedroom exclusive house with WiFi, AC in serene Chester
- Family Home In the Heart of the Village of Chester
See all pet-friendly luxury rentals in Chester on PickleTrip