Hillside Lake Cottages

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Cottages in Hillside Lake

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY

With a stay at this cottage in Poughkeepsie, you'll be on a river, within a 10-minute drive of Vassar College and Overlook Drive-In Theater.

Kitchen

Washer

Scenic Hudson Valley Getaway • Farms & Vineyards

Marlboro NY

Located in Marlboro, this cottage is within a 5-minute drive of Live At The falcon and Marlboro Free Library.

Washer

Dryer

Charming & Great Location!

Verbank NY

Located in Millbrook, this cottage is on the waterfront, within a 15-minute drive of Institute of Ecosystem Studies and James Baird State Park.

Magnificent Lake View

Holmes NY

With a stay at this cottage in Holmes, you'll be on the waterfront, just steps from Whaley Lake and a 4-minute drive from Lake Dutchess.

Kitchen

Free WiFi

Mountain View escape

New Paltz NY

Located in New Paltz, this cottage is within a 10-minute drive of Jenkinstown Day Spa and Loren Campbell Memorial Field.

Luxe Family Home on Orange Lake w/ Private Dock!

Newburgh NY

Located in Newburgh, Luxe Family Home on Orange Lake w/ Private Dock! is a 4-minute drive from Ice Time Sports Complex and 6 minutes from Algonquin Park.

Charming Victorian Retreat w/ Hudson River Views

Newburgh NY

With a stay at this cottage in Newburgh, you'll be within a 15-minute drive of United States Military Academy and Washington Headquarters.

Reset and Relax in Luxury Cottage

Rhinebeck NY

Located in Rhinebeck, this cottage is on a river, within a 15-minute drive of Omega Institute and Center for Performing Arts at Rhinebeck.

Charcoal Chalet by Avantstay A+ Design w/ Firepit

264 State Route 32 N New Paltz NY

Located in New Paltz, this cottage is within a 5-minute drive of Historic Huguenot Street and Huguenot Street Historic District.

Bright Cornwall-on-hudson Vacation Rental!

Cornwall NY

With a stay at this cottage in Cornwall, you'll be within a 10-minute drive of United States Military Academy and New York Military Academy.

Serene Holmes Cottage Near Lakes & Trails!

Holmes NY

Located in Holmes, this cottage is a 1-minute drive from Wonder Lake State Park and 9 minutes from Thunder Ridge Ski Resort.

Pool

Kitchen

Pet-friendly Cottage at Historic Millbrook Farm Estate

Millbrook NY

Located in Millbrook, this cottage is within a 5-minute drive of Institute of Ecosystem Studies and Orvis Sandanona Shooting Grounds.

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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.