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141 properties in and around Ossipee

OssipeeShow on map7.3 miles from centre
This spacious holiday home offers an outdoor fireplace and a games room for entertainment.
OssipeeShow on map9.8 miles from centre
This spacious holiday home offers a restaurant, hot tub, outdoor fireplace, and children's playground.
New to Booking.com
OssipeeShow on map1.7 miles from Ossipee
This holiday home offers an outdoor fireplace, children's playground, and inviting outdoor seating area.
WolfeboroShow on map5.3 miles from Ossipee
Spacious, pet-friendly holiday home with sun terrace, outdoor fireplace, and free on-site private parking.
TuftonboroShow on map4.4 miles from Ossipee
This spacious holiday home offers a restaurant, outdoor seating area, and children's playground for enjoyment.
OssipeeShow on map5.6 miles from Ossipee
Spacious holiday home offers outdoor seating area, kitchen amenities, and a relaxing patio experience.
New to Booking.com
WakefieldShow on map6 miles from Ossipee
This spacious holiday home offers beachfront access, family rooms, and stunning lake and mountain views.
WolfeboroShow on map5.6 miles from Ossipee
Spacious holiday home with a restaurant, outdoor fireplace, games room, and children's playground available.
WolfeboroShow on map5.2 miles from Ossipee
Spacious holiday home with a restaurant, outdoor fireplace, and inviting outdoor seating area.
Center TuftonboroShow on map4.4 miles from Ossipee
This holiday home offers air-conditioning, a games room, and a 24-hour front desk service.
WolfeboroShow on map8.4 miles from Ossipee
This resort offers a saltwater swimming pool, sauna, fitness centre, and tennis court for relaxation.
WolfeboroShow on map8.5 miles from Ossipee
Offering a private beach area, garden, and housed in a historic building, this property excels.
WolfeboroShow on map8.1 miles from Ossipee
Offering free use of bicycles, a garden, and a tennis court for active holidaymakers.
WolfeboroShow on map8.5 miles from Ossipee
Spacious apartment with lake views, free WiFi, and convenient amenities like a kitchen and laundry.
WolfeboroShow on map8.1 miles from Ossipee
Offering free use of bicycles, a garden, and a tennis court for active relaxation.
WolfeboroShow on map8.1 miles from Ossipee
Offering free use of bicycles, a garden, and private check-in services for a delightful stay.
WakefieldShow on map6.5 miles from Ossipee
This spacious chalet offers lake views, a patio, and free on-site private parking for guests.
WolfeboroShow on map8.3 miles from Ossipee
Offering free use of bicycles, a garden, and a tennis court for active holidaymakers.
WolfeboroShow on map9.2 miles from Ossipee
Spacious holiday home with air-conditioning, garden views, private entrance, and free on-site parking.
WolfeboroShow on map8.1 miles from Ossipee
Offering free use of bicycles, a garden, and a tennis court for active relaxation.
Center OssipeeShow on map7.5 miles from Ossipee
Offering a seasonal outdoor swimming pool, free on-site private parking, and family rooms for comfort.
OssipeeShow on map6.4 miles from Ossipee
Spacious holiday home with a restaurant, outdoor fireplace, picnic area, and children's playground.
OssipeeShow on map7.9 miles from Ossipee
This holiday home offers beachfront access, a restaurant, and stunning lake and mountain views.
WolfeboroShow on map8.5 miles from Ossipee
Spacious apartment with stunning lake and mountain views, offering free on-site private parking.
East WakefieldShow on map8.8 miles from Ossipee
This holiday home offers air-conditioning, a fireplace, and a private entrance for ultimate comfort.