Holiday rentals in Ossipee

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Romantic Mountain Cabin • Private Finnish Sauna

This romantic mountain cottage is one of the most-loved properties in the area — guests keep coming back to find out why. Cozy, private, and beautifully appointed, it sits above Tamworth with calming mountain views and complete quiet. Perfect for a couple's getaway, a remote work week, or just unplugging from it all completely. Step onto the deck with your morning coffee, then end your evening in the optional wood-fired Finnish sauna just steps from your door. Sauna available for a one-time fee.

Beautiful & Relaxing Retreat Close to Ossipee Lake

Enjoy a weekend together in this spacious and unique space. Our studio guesthouse includes a large queen bed, daybed with trundle, fully stocked kitchenette and an eco-friendly toilet. Use the desk space to work remotely before walking to the shared beach with incredible sunset views, picnic area, playground and boat launch year round on beautiful Ossipee Lake less than .25 miles away. Close to North Conway, the Kancamagus highway, skiing at King Pine, hiking, snowmobile trails and much more!

Heaven on the Water

Whether you're here to relax on the beach, explore the lake, or cozy up by the fireplace, this well-cared-for home offers everything you need for a memorable stay. With its quiet, natural surroundings, it's the perfect retreat for families, couples, or friends looking to escape the hustle and bustle. Located on a cul de sac. Property includes 2 kayaks, 2 paddleboards, 1 canoe, water tubes, sand toys, life preservers, outdoor shower and hot tub. Dog friendly but no cats. There is a dog fee.

Waterfront cottage on Bearcamp River in OssipeeNH

Welcome to the Bearcamp River! Enjoy your days lounging by the water, kayaking, tubing to Ossipee lake, fishing or just enjoying the property's private beach! The property includes over a mile of manicured trails and offers activities for all 4 seasons including snowmobiling(plenty of room for trailers), hiking, skiing, snowshoeing, swimming and the beautiful fall foliage! Conway is 30 minutes north for great shopping.There are restaurants, gas,parks,breweries, shops within a mile as well.

Cozy Cabin Retreat just off Lake Ossipee

Nestled on 17 acres and backed by 400 acres of Ossipee Forest just off Lake Ossipee, this cabin is perfect for a quiet retreat or a home base for all the splendor NH has to offer. Sit by the fire with your favorite book and beverage or cook your favorite meal in the full kitchen. The wrap around screened in porch is a great place to enjoy company or stare off into the woods looking for wildlife to wander by. No matter the season this cabin is close to all your favorite outdoor activities.

In the Trees - NH w/ Lake Access

RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers. Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

Peaceful Summertime Retreat: Private Horse Farm

Gorgeous foliage views from the big bay window. A nice 1 mile walking trail. A full kitchen to make homemade meals. A large TV to settle in and relax. A workspace if needed. Laundry. Extra space could be used for storage/air mattress/kid space. Come experience farm life and let us know if you want a visit with any of the animals. Horses, chickens & dogs. Our place is a perfect getaway for a couple or small family. Escape the busy city noise. Relax at our firepit and check out the stars

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Ossipee Overlook | Spacious and Stunning Views

Relax and unwind at The Ossipee Overlook, a spacious retreat in the heart of New Hampshire. Wake up to panoramic mountain views just steps from your door! This 3-bedroom, 2-bathroom home features an open-concept living area, a fully equipped kitchen, and an additional family room for extra space to relax. Step outside to enjoy the expansive backyard, or explore the nearby lakes and hiking trails. Whether you seek adventure or tranquility, this space offers the best of both worlds!