Middletown Lodges

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Lodges in Middletown

Osseo Lake Lodge Unique Octagon Home with Sunset Views & Private Waterfront

Monroe NY

When you stay at this lodge in Monroe, you'll be on the waterfront, within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pet friendly

Air conditioning

Lakefront Lodge w/ Pvt Dock, Sauna, GameRm, Pickle/Basketball Court, Firepit

Highland Lake NY

Located in Highland Lake, this lodge is on a lake, within a 10-minute drive of Sidwell Lake and Brook House Gallery Incorporated.

Pet friendly

Free WiFi

NEW Mid Century Expansive Hillside 4-bed nature retreat on 100+ acres

Ellenville NY

Located in Ellenville, this lodge is in the mountains, within a 15-minute drive of Shadowland Theater and Shawangunk Ridge State Forest.

Pet friendly

Free WiFi

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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.