Book Family Friendly Rentals in Pennsylvania

The Pond House

• 5 guests

• 3 bedrooms

Woodstock, Ulster County

This Woodstock residence is one for the design-savvy folk. Once a studio belonging to acclaimed realist painter Reginald Marsh, the space has been transformed into a stunning family home.

Long Island Iced Tea

• 8 guests

• 3 bedrooms

Remsenburg, Remsenburg-Speonk

Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.

Hershey's Kisses

• 8 guests

• 4 bedrooms

Lancaster County, Penn Township

In the heart of the Pennsylvanian countryside, this pretty farmhouse sits amidst the fields. An ancient oak tree shades the traditional clapboard house and there’s a huge lawn stretching out back.