Holiday rentals in Lake Winnepocket

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Cozy nest in historic home, close to town

Just minutes from town yet in a quaint residential neighborhood, the apartment attached to our 1820 historic home is a warm and inviting place to stay while visiting lovely New London, New Hampshire. The town includes many shops and restaurants, along with Colby Sawyer College and The New London Barn Playhouse. Minutes from Little Lake Sunapee and Pleasant Lake, both with beach areas and boating access for summer visitors, and close to Mts Sunapee, Kearsarge and Ragged, for hiking and skiing.

Handcrafted A-Frame near Newfound Lake & Hiking

Escape to Millmoon A-Frame Cabin <2 hours Boston. It's YOUR basecamp near: • Pristine Newfound Lake • Wellington State Park • AMC Cardigan Lodge • Ragged Mountain, Tenney Mountain, Loon ski resorts • Plymouth State University • Mountain biking, hiking, snowmobile, birding, swimming, beach nearby After your adventures relax with a fire pit, grill deck, and soothing forest views immersed in the serenity of our working homestead. Have 3+ guests? See our lodge + sauna airbnb.com/h/darkfrostlodge

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Bog Mt Retreat Downstairs Suite

Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

Guest Suite - Andover Village

Cozy, clean, comfortable and convenient to Proctor Academy's campus, Upper Valley and local Lakes Region attractions. You have a private keyed entrance to a one bedroom and one bath suite in a bungalow home with off street parking. Although attached to the primary home, you enter from your own covered patio and have the suite entirely to yourself. The bedroom has a queen bed, compact bathroom with shower and pleasant sitting area for two. A relaxing atmosphere with a morning coffee amenity!

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen and savor the tranquility of your private space. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Tranquil Getaway-Dartmouth Lake Sunapee Region

Welcome to your picturesque, peaceful getaway! Nestled along a historic country road, this charming, rustic cottage style home is just minutes from skiing at Mount Sunapee (6 mi), Pats Peak (12 mi), and many other nearby ski areas. Easy access to a network of scenic trails for hiking, snow shoeing, and snowmobiling to explore. Enjoy nearby pristine lakes like beautiful Lake Sunapee, or just relax and soak in the beautiful views — a perfect destination to make memories in any season!

Birchwood at Stonehenge

Totally private self-contained quaint and private in-law studio in private home in Henniker, New Hampshire, walk to Pat’s Peak Ski Area, near New England College. Sleeps 2-3 people with 1 Queen and 1 single bed. Walkout basement with own entrance, separate bedroom, kitchenette, bathroom, and patio with outdoor gas grill. Nice yard in wooded area, rivers, lakes and mountains with four season recreational activities nearby. Suitable for 2-3 people. No pets, no smoking, no drugs.

Cozy Canterbury Suite

Discover the perfect retreat in Canterbury, NH! Our 1 bed, 1 bath unit is a cozy haven, centrally located for lakes and mountain adventures. Spanning 850 sq ft, it offers comfort with a queen size bed and a pull-out couch to sleep a total of 4. Nestled by snowmobile trails, minutes from Highland Mountain Bike Park, Canterbury country club, and the historic Shaker Village. Unwind in nature's embrace, where every season paints a breathtaking canvas. Your ideal getaway awaits!

Little House on the Lake in the Forest

***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mount Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Rustic Barn King Apt. at Deepwell Farm (2nd Floor)

Enjoy this one king bed, one bath cozy apartment on the second level of the old barn at Deepwell Farm, a 205 year old estate in lovely Wilmot, NH in the valley beneath Mount Kearsarge. The rustic exposed beams are a treat, while modern conveniences of a full kitchen and laundry can make any short to long-term stay enjoyable. A local pond with beach and amenities, and multiple hiking / biking trails await your outdoor adventures.