Vacation rentals in Winter Harbor

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!

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.

Bear Paw

The Pow Wow Lodge property has been a family run business colony since 1963. These vintage cottages offers guests the perfect vacation spot to relax, unwind and enjoy all the area has to offer. We have 1 bedroom with a double bed, one bedroom with 2 singles and a single bed on the porch. Experience the beauty, nature and quietness of this pristine lake with your own private dock along with breathtaking mountain views. Spend your time swimming, boating, fishing, paddle boarding and relaxing

Lake House with Screen Porch

Relax with the whole family at this peaceful home on lake Winnipesaukee. Home was fully renovated in 2024, has a screen porch with water views, & a large yard with fire pit. Located on a private road in a quiet neighborhood. Just a minute walk to the water. Community areas include a sandy beach, swim area and raft, dock, and a boathouse overlooking the water. Boathouse is only open June 15-Labor Day. Home is located just 2 miles from downtown Wolfeboro with many events, shops & restaurants.

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Cute, clean and cared for 1900's cottage literally on the shores of Lake Winnipesaukee offering you the chance to relax and get away. This 934 sq ft waterfront camp is located in the quaint town of Alton Bay, NH and offers an open concept living/dining w/ fireplace insert for heat/ambiance, kitchen, 2 bedrooms, bath and an amazing screen porch. Our guests have said it is truly something special and that view! This is lakeside living the way it was meant to be. Host is a licensed NH Realtor.

Peaceful Lakefront Retreat

Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy this entire lakefront home in the privacy of a quiet street just minutes from downtown Wolfboro. Dining area, living space, kitchen and two bedrooms offer all the comforts you need with stunning lake views. Cozy cabin-like downstairs den has entertainment space, tables and seating for movies and games. Perfect spot for a quiet getaway to connect with friends, family and self.

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

Remnant House Cottage Suite

Come and enjoy a relaxing stay at Maple Hill Cottage suite and experience New England seasons and all they have to offer, 5 minutes from Lake Winnipesaukee and downtown Wolfeboro, 3 minutes to Abenaki Ski Area and 30 minutes from Gunstock Ski Resort. Nestled amongst Sugar Maples on 13 acres attached to the host's home with separate private entrance. You are sure to enjoy a cozy retreat. Apartment boasts King size bed, custom kitchen with washer/dryer, full bath and fast internet.

Serene Family Retreat Private Beach on Mirror Lake

Tucked along the tranquil shores of Mirror Lake, this charming 3-bedroom, 1.5-bath retreat offers the perfect blend of comfort, serenity and adventure. Inside, an elegantly renovated kitchen and living area are complemented by the glow of a warm, wood-burning fireplace. Outside, a lounging deck and fire pit nestled amongst trees flaunting their vibrant autumn colors onto the lake. At night, snuggle up on the porch bed-swing or watch the Milky Way spill across the velvet sky.

Quaint Wolfeboro NH Home.

Quaint Wolfeboro NH Short-Term Rental - Centrally Located Welcome to our charming short-term rental in Wolfeboro, NH! Located just 5 minutes from downtown Wolfeboro, our cozy Cape home offers a perfect getaway for those looking to explore the beauty and amenities of this historic lakeside town. With its convenient location, you'll have easy access to great restaurants, shopping, walking trails, a public golf course, museums, Molly the Trolly, beaches, and lakeside activities.

Cozy Cabin on 5-acre Wooded Lot with Spa

Enjoy a magical New Hampshire getaway at the cozy Sunapee Cabin. Nestled in a 5 acre wooded lot in the Kearsarge Valley the private Sunapee Cabin is a short 15 min drive from the Mt Sunapee Ski Resort and Sunapee State Park & Beach, 5 min from Kezar Lake & Wadleigh State Park and 15 min from the beautiful Winslow State Park with countless hiking trails and kayaking spots. Photos by Chris & Pam Daniele / @dirtandglass