Holiday rentals in Ossipee

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.

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.

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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.

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.

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Kirkland Cottage (A ski and lake escape)

Welcome to Kirkland Cottage! Located a two minute drive from Ossipee Lake and near the White Mountains, we are a great base for all New Hampshire has to offer! Explore lakes, mountains, and hiking trails, while being just an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.

Ossipee Lake Waterfront Condo

Large, open, and bright. My condo on Lake Ossipee has four levels of relaxing living space, including beds to sleep 6 (max allowed per new Ossipee permit rules). One king, one Queen and two pairs of Twins in four bedrooms. Open plan, comfortable living room and den along with granite in the kitchen, new hardwood floors and tile throughout. 3.5 baths including a master bath, make this house very comfortable for large families and groups

Lake View Cottage / Fenced in Yard / Pet Friendly

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

Riverside Log Cabin Sanbornville NH

Relax with the whole family at this peaceful place to stay. Our Log Cabin is located in the woods on the Salmon Falls River, right next door to our family run farm. The property is located half in Sanbornville NH and half in Acton Maine. There is so much to do on the property and throughout the Lakes Region. Our Log Cabin is completely off grid, which runs fully off solar and Wi-Fi.