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, 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. Pets are welcome with landlord approval.
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.
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Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
Add'l rent for pet
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Smoking
Smoking is not permitted
Take advantage of the rowboat and kayaks included with the rental. The motorboat in the photos is included in the rental.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Holmes
Holmes is home to this holiday home. John Kane House and Van Wyck Homestead Museum are cultural highlights, and some of the area's activities can be experienced at Thunder Ridge Ski Resort and Beekman Golf Course.
Culinary Institute of America - 38 min drive - 49.4 km
Woodbury Common Premium Outlets - 40 min drive - 78.7 km
Getting around
Appalachian Trail - 17 min drive
Danbury, CT (DXR-Danbury Municipal) - 33 min drive
Restaurants
Sauro's Town Square Pizza Cafe - 9 min drive
Barton Orchards Tap Room - 16 min drive
Gappy's - 10 min drive
KFC - 13 min drive
Dunkin' - 11 min drive
Frequently asked questions
Is Lake Bliss the Perfect Getaway pet-friendly?
Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Lake Bliss the Perfect Getaway?
As of 18 April 2026, prices found for a 1-night stay for 2 adults at Lake Bliss the Perfect Getaway on 22 April 2026 start from NZ$438, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Lake Bliss the Perfect Getaway?
On-site parking is available at the property.
What time is check-in at Lake Bliss the Perfect Getaway?
Check-in begins at 4:00 PM.
What time is check-out at Lake Bliss the Perfect Getaway?
Checkout is at 11:00 AM.
Where is Lake Bliss the Perfect Getaway located?
Situated in Holmes, this holiday home is steps from Whaley Lake and 2.9 mi (4.7 km) from Lake Dutchess. Beekman Town Hall and Edward R Murrow Park are also within 6 miles (10 km).