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- Vacation Rentals with Pools
Winchester Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Winchester with a Swimming Pool
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About Winchester Vacation Rentals with Pools on SunSkiResorts
Swimming pools offer a refreshing respite during scorching summer days or a tranquil retreat after a day packed with activities. SunSki presents a diverse array of vacation rentals with swimming pools in Winchester, catering to travelers of all kinds. Whether you seek a private pool for a family getaway or a shared pool for mingling with fellow guests, our offerings are tailored to your preferences.
Our selection of vacation rentals with swimming pools encompasses various sizes and styles to accommodate your needs and budget. From opulent villas featuring private infinity pools to charming cabins with communal hot tubs, our rentals cater to every taste. Additionally, we provide an array of amenities such as WiFi, hot tubs, self-catering facilities, and more, ensuring a comfortable stay. Explore our range of vacation rentals with swimming pools in Winchester and secure 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:
- Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
- Country getaway
- Farmhouse living within sight of Lexington - Horse Paddock available
- 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
- The Perch - NEW/Downtown!
- Large Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge
- 2nd Story Historic Downtown 2BR with Modern Amenities
- 2nd Story Historic Downtown 2BR with Modern Amenities
- The Winchester
- Value Stay
- Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester
- Holiday Inn Express - Lexington East - Winchester by IHG
- Holiday Inn Express Lexington East - Winchester by IHG
- Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
- Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
- College Park Getaway
- 2nd Story Historic Downtown 2BR with Modern Amenities
- Country getaway
See all pet-friendly luxury rentals in Winchester on SunSkiResorts
- Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester
- Holiday Inn Express - Lexington East - Winchester by IHG
- Holiday Inn Express Lexington East - Winchester by IHG
- Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
- Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
- College Park Getaway
- 2nd Story Historic Downtown 2BR with Modern Amenities
- Country getaway