
Holiday houses in Lake Winnepocket
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Top-rated holiday rentals in Lake Winnepocket
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Charming 3 Bedroom Concord New Englander
Your family & friends will be close to everything when you stay at The Charles House. Renovated & modern kitchen & bath, living/dining and separate den. Sleeping for 7, private & spacious yard & seasonal views of the Contoocook River! Walking distance to food, day spa, and hardware store. Within a few miles: apple orchard, a canoe/kayak adventure park, a grocery store/liquor store, retail & Northern Rail Trail. North 15 minutes, the Tilton Outlets! 6 miles to downtown Concord! Sorry, no pets.

The Barn
Welcome to The BARN! You can expect to feel tucked away in the trees in this cozy, rustic, yet chic space. Thoughtful lighting, fine linens and furnishings with a spacious and private deck off the back to sit and enjoy nature or entertain. Miles of wooded forest is this location; if you’re looking to escape the city or a busy life, this is the perfect place to explore, relax and revive. At the main house (across the way), there are horses, barn kitties, cattle dogs and other friendly animals.

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!

Handcrafted A-Frame near Newfound Lake & Hiking
Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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!

The Skylight Barn with Hot Tub
Soak in the natural light at the Skylight Barn! Only 8 minutes to Highland Mountain Bike Park. Off of the beaten path and private yet a minute's drive to the amenities of Tilton, NH. About 20 minutes drive from the lakes and 35 to the mountains. This second story barn space is a large studio style layout with a 3/4 bath and all of the amenities to make your stay comfortable. Please note that the center beam and shower curtain rod are on the short side, about 5.5 feet tall.

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. December-February can be icy. Winter tire or 4x4 vehicle recommended.

The G Frame...an offGrid Cabin + woodstove sauna
Located atop a ravine, centered on a 24 acre estate, in rural NH, this spot is a cozy retreat in nature with a few present day necessities. Our Cabin is a unique A-frame/Salt box combo that we call the “G-Frame” (designed and built by us). The interior space is open and airy. There are a few large windows allowing nature to be part of your experience indoors. In the cooler months bring firewood for the woodstove and sauna.Plenty of land for outdoor activities.

Bog Mt Retreat Upstairs Suite
A unique crafty cozy 1 bedroom/1 bathroom UPSTAIRS suite with most of the comforts of home except a oven. Woodland trails on the property, moderate hikes nearby or bring your kayaks and explore the many ponds and lakes in the area. Ragged Mt and Mt Sunapee Ski Resorts are both under 30 minutes away. This newly designed suite is perfect for an individual or couple wanting to escape into the country but still be within an easy driving distance to local sites.

Lakefront getaway w s’mores+firepit by pats peak
15 minutes to Pats Peak. Adorable, tiny New England towns! Small family restaurants 10 minutes. The wall of windows will encourage you to relax or play on the frozen lake and make s”mores @ the fire pit (wool blankets provided.). Cozy living room stocked with boards games, smart TV & DVDs. WiFi, full kitchen and full bath. Upgraded experience like linen sheets, echo home manual, espresso maker and satin pillow cases. 3 person max, no children, no smoking.

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!

The Cottage on Paugus Bay- Near I-93 and Skiing
Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!
Popular amenities for Lake Winnepocket holiday rentals
Other great holiday rentals in Lake Winnepocket

Luxe Henniker Hideaway

The Copper Sink Lake House

Sage & Sunlight

Updated Central Cozy Minimalist Unit w/ Laundry

The Flying Bridge

Cozy Garden Cottage

'The Dorothy' - New Cozy Renovation

Rustic Lake Cabin - Seasonal
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Squam Lake
- Pats Peak Ski Area
- Monadnock State Park
- Canobie Lake Park
- Weirs Beach
- Tenney Mountain Resort
- Gunstock Mountain Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Fox Run Golf Club
- Crotched Mountain Ski and Ride
- Montshire Museum of Science
- Mount Sunapee Resort
- Snhu Arena
- Squam Lakes Natural Science Center
- Dartmouth College
- Mount Monadnock
- Plymouth State University
- Stinson Lake
- Palace Theatre
- Quechee Gorge
- Ellacoya State Park
- Camp Plymouth State Park




