Middletown Guest Houses

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Guest Houses in Middletown

Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Pine Bush NY

Located in Pine Bush, this guesthouse is in the mountains, a 5-minute drive from Brimstone Hill Winery and 10 minutes from Shawangunk Ridge State Forest.

Pet friendly

Free WiFi

Heritage House

579 County Route 50 New Hampton NY

With a stay at Heritage House in New Hampton, you'll be within a 10-minute drive of LEGOLAND® New York and Soons Orchards.

Parking included

Free WiFi

Stickett Inn

3380 Route 97 Barryville NY

Located in Barryville, Stickett Inn is on a river, a 1-minute drive from Brook House Gallery Incorporated and 6 minutes from Roebling Aqueduct Suspension Bridge.

Hot Tub

Pet friendly

Infinity Mountview

6 Ekes Ct Sussex NJ

Located in Sussex, Infinity Mountview is in the mountains, within a 15-minute drive of Mountain Creek Ski Resort and South Peak Express.

Spa

Parking included

Charming house surrounded lakes and the fresh air of the mountains

Monroe NY

When you stay at this guesthouse in Monroe, you'll be next to a golf course, within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Pet friendly

Mary Mills Room

New Hampton NY

With a stay at this guesthouse, you'll be centrally located in New Hampton, within a 10-minute drive of LEGOLAND® New York and Soons Orchards.

Air conditioning

Susan Murray Room

New Hampton NY

With a stay at this guesthouse, you'll be centrally located in New Hampton, within a 10-minute drive of LEGOLAND® New York and Soons Orchards.

Air conditioning

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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.