Holiday rentals in Ossipee

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Rustic Mountainside Chalet

Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

The Tinker Bell on Ossipee Lake

Our Ossipee Lake vacation home is a wonderful all-seasons property, – excellent for a summer vacation, a fall foliage trip, or as a winter skiing/snowmobiling destination. This home is the perfect ‘basecamp’ from which to explore the Lakes region & Mt. Washington Valley. With 5 BRs and 3 full baths in the main house and adjacent, seasonal “guest cottage” this home is perfect for extended family vacations or other groups. You'll love the breathtaking views of the lake and the White Mountains!

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

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.

Hear the stream from bed.

Take it easy at this quiet getaway in the woods. Hearing the sound of the water from bed is all the peace you will need. The kitchen is stocked with basic cooking supplies and spices. If going out to eat is your vibe, there are local restaurants within a 10 minute drive. The house has all hardwood floors two bedrooms, office, living room, kitchen, sun room and off-street parking. Many delicious year round restaurants, shopping and endless outdoor activities within 10/30mins.

Cluck's Cabin-Lakes/Mt Wash Valley

Adorable, obsessively clean, Cabin set in the Lakes Region and Mount Washington Valley. Set on almost 2 acres, you'll have a view of the mountains and wooded meadow that changes by the minute. Huge wrap around deck, firepit under the stars. Great Hospitality! Short stays available Thinking about two or more nights over Veteran's Day Weekend? Please inquire - discount available We offer early check in / late check out as often as possible. Let's discuss when you inquire.

Ossipee Lake Escape in Freedom

Soak up the last days of summer at this Freedom, NH retreat just steps from Ossipee Lake! Enjoy private association beach access, a dock for your boat or rental, and family-friendly amenities like a playground and pickleball. After a day on the water, unwind on the screened porch or in the cozy living spaces. Sleeps 6 comfortably—perfect for families or friends. Master bedroom has a king bed and there is a private balcony off the two upstairs bedrooms! You won't want to leave!

*Amazing Reviews! *Private Yard *Outdoor Shower!

This guesthouse located in the beautiful & historic Tamworth/Chocorua New Hampshire. This house has many special areas to just relax & enjoy nature and the peacefulness this area of the world has to offer! Travel inspired & colorful! You will love both the front and back patios one with a grill & gazebo for outdoor dining in any weather & nicely lit at night & the other with a great porch and fire pit area. The outdoor shower off the porch is just AMAZING!