Vacation rentals in Lake Winnepocket

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 8, private & spacious yard & seasonal views of the Contoocook River! Walking distance to food, day spa, bakery, hardware store. Within a few miles: apple orchard, a canoe/kayak adventure park, grocery store/liquor store, retail & Northern Rail Trail. North 15 minutes, the Tilton Outlets! 6 miles to downtown Concord! Sorry, no pets.

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, or unwind and relax, in our new “shared” hot tub. 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

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.

Large with private entrance & a mile from downtown

This sunny, private suite with a separate entrance and driveway is convenient to everything. If you are going to a concert at the Arena, working downtown, visiting Elliot Hospital, or needing a place to stay while in the Manchester area, it is the place for you. A microwave, refrigerator, coffee pot, sitting area, and dining table make meals easy. Your full bathroom comes with soft towels and a hairdryer. The bedspread is washed between guests to ensure your stay is comfortable and clean.

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!

1 bedroom guest apartment in the Lakes Region

Serene Retreat Relax in this private, spacious basement apartment with its own entrance and driveway. Located just off I-93, it offers easy access to the White Mountains, ski areas, the Lakes Region, and the capital area. This comfortable unit features: * A handicap-accessible bathroom. * A fully stocked kitchen. * A lounge area with a smart TV. * A spacious bedroom. You're just a minute from the Tanger Outlets and various restaurants. It's the ideal base for exploring New Hampshire!

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

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.

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.

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.

Andover Village apartment (walk to Proctor)

Bright, private ground-level guest suite in a central Andover Village location. The house is a short, two-minute walk to Proctor Academy and is ideal for anyone visiting the school or surrounding attractions. Nestled in the valley below Ragged and Kearsarge Mountains, the location offers easy access to local amenities in a peaceful, rural setting. Guests of all backgrounds are welcome.