24 Crescent Drive

Escape to a private lakefront retreat on Whaley Lake, Dutchess County’s largest motorboat lake, where every day feels like a vacation. This spacious waterfront cottage spans two levels, offering 1,040 SF on the main floor and an additional 920 SF on the walk-out lower level, creating an ideal setting for both relaxation and entertaining. The expansive waterfront deck is equipped with a BBQ grill, multiple patio dining areas, and lounge chairs, all overlooking stunning lake views. Just a few steps down, your own private dock awaits. Whether you bring your own boat or take advantage of the rowboat and kayaks included with the rental—or even arrange for a local boat service—life on the lake has never been more accessible. Inside, the open floor plan connects the living room, dining room, and kitchen, with the lake serving as your ever-present backdrop. A charming stone fireplace anchors the living room, while the kitchen features an island with seating, ideal for casual meals or gathering with friends. Two bedrooms and a full bath complete the main level. Downstairs, a spacious recreation room opens to the backyard and is accompanied by a full bath, laundry, and an additional flexible room perfect for a den, guest room, or home office.
This exceptional home is available as a year-round rental for $4,500 per month or as a summer rental during July and August for $8,000 per month. In every season, this property offers something special—boating, swimming, fishing, and peaceful moments lakeside in the warmer months, or ice skating on the lake and nearby skiing at Thunder Ridge during winter. Beyond the lake, you’ll find endless outdoor adventures just minutes away, including access to the Dutchess Rail Trail for walking and bicycle riding and the Appalachian Trail for hiking. Despite the peaceful setting, you're only a short drive from the vibrant Village of Pawling, filled with boutique shops, restaurants, pubs, and a seasonal farmers market. Commuting is a breeze with multiple Metro-North stations nearby, offering a 90-minute ride to New York City, and quick access to Route 22, I-684, I-84, and the Taconic Parkway. Tenants are responsible for electric, oil, cable, garbage, lawn care, and snow removal. Pets are welcome with landlord approval and will require additional rent. Whether for a summer escape or a year-round lifestyle, this Whaley Lake rental is a rare opportunity to live in harmony with nature without giving up comfort or convenience. Click on the virtual tour icon and use your mouse to do a full 360 degree tour of this waterfront oasis.