Plan your trip

An aerial view of a road through a forest with autumn foliage.

Find Hotels with a Pool in Jeffersonville, NY from CA $134

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 13–14, 2026

    View in a map

    Our top choices for Jeffersonville hotels with a pool

    1. Coop 003 Summary:<br>Thi

    A poolside area with lounge chairs and an umbrella, overlooking a grassy yard and a house.

    2. Coop 004 Summary:<br>Wel

    A poolside area with lounge chairs and an umbrella, overlooking a grassy yard and a house.

    3. Coop 002

    A poolside area with lounge chairs and umbrellas, surrounded by trees.

    4. Suite 001 Summary:<br>Th

    A poolside area with lounge chairs and an umbrella, overlooking a grassy yard and a house.

    5. FOUNDERS COTTAGE - 2 room with kitchennete

    A poolside area with lounge chairs and umbrellas, surrounded by trees.

    6. Movie Theatre, Wellness Retreat, Lakefront

    A covered outdoor seating area with tables and chairs, surrounded by trees.

    7. Villa Roma Resort and Conference Center

    A swimming pool with people enjoying the water, surrounded by trees and a stone waterfall feature.

    8. Callicoon Hills

    A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.

    9. Days Inn by Wyndham Liberty/Monticello

    A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

    10. The Arnold House

    A cozy indoor seating area with wooden beams, string lights, and potted plants.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Choose what matters most at hotels with a pool in Jeffersonville

    Breakfast included

    4 stars

    5 stars

    Hot tub

    Spa

    Frequently Asked Questions

    What are some hotels with pools in Jeffersonville?

    Kenoza Lake View Manor: Hotel located near Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Private Lakefront Cottage, Panoramic Lake Views. Fish, Row, Kayak, Pet-Friendly: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark: Features a children's pool, a seasonal outdoor pool, and 3 restaurants. Resorts World Catskills Casino: Offers daily, a pool, and free self parking. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Hotel located near Resorts World Catskills. Features a sauna, an indoor pool, and buffet.

    What is there to see and do in Jeffersonville?

    Make a point to visit attractions like Woodstock Monument and Bethel Woods Center For The Arts. Discover sights such as Callicoon Town Hall during your stay.

    When is the best time to book a hotel with a pool in Jeffersonville?

    Taking into account the local weather in Jeffersonville can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Jeffersonville are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.

    Explore a world of travel with Expedia