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Hudson Valley Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Hudson Valley with a Swimming Pool
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About Hudson Valley 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 Hudson Valley 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 Hudson Valley and book your next vacation today!
Frequently Asked Questions About Hudson Valley Rentals with Pools
There are a lot of options in Hudson Valley. If you plan on staying in the Hudson Valley 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 Hudson Valley:
- Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
- Waterfront Luxe: Chef’s Kitchen, Pong & Air Hockey, Near Hudson, Ski Hunter Mntn
- PLAYGROUND IN PARADISE!n4BR w TENNIS, PICKLEBALL, POOL, NEAR MANY WEDDING SITES
- Peaceful Retreat Compound 10 Minutes to Great Barrington!
- Cozy log cabin in Lake Community.
- Amazing Contemporary Family Home with Pool next to Nature Preserve
- Private lakefront chalet great for families.
- Superb Views - Sunsets, Mountains, Valley
- Ski house just steps from slopes with indoor pool
- Spectacular Mansion w/Pool&Tennis
- All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish
- Welcome to the Hudson Valley!
- Shandaken Inn
- Redwood Retreat in Windham - minutes to Mtn!
See all pet-friendly luxury rentals in Hudson Valley on PickleTrip
