This section features the following homes, villas, cabins, cottages or condos listed below. Please click on the description to view any of the Ossipee rentals you see listed for more information. Vacation rentals in Ossipee, New Hampshire are added and updated every week, so please bookmark us and visit again. Be sure to check out Wolfeboro (5 miles), Lake Winnipesaukee (11 miles), Moultonborough (13 miles), Tamworth (14 miles), Chocorua (14 miles), and Madison (14 miles) for additional vacation rental choices. (Notice a problem with our distances? Report it here.)