
Holiday rentals in Lake Winnepocket
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Lake Winnepocket
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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

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.

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!

Historic 2nd-Floor Retreat with Modern Comforts
Discover the perfect getaway at Four Winds Estate, a historic 1760 property set on 5.5 peaceful acres in Concord, NH. This inviting second-floor unit offers a spacious kitchen, cozy bedroom, modern bathroom, and a bright living space with additional sleeping options. Relax with scenic views, enjoy access to nearby attractions, and experience the charm of a timeless home updated for your comfort. Ideal for couples, solo adventurers, or professionals seeking a quiet and convenient retreat.

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!

Bog Mt Retreat Upstairs Suite
A unique crafty cozy 1 bedroom/1 bathroom upstairs suite with most of the comforts of home. 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.

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.
Popular amenities for Lake Winnepocket holiday rentals
Other great holiday rentals in Lake Winnepocket

Private Room with Private Entrance

Comfy Newport stay (White room)

Lawrence Street (by Proctor)cozy bedroom

Mountain view

Country Setting in Concord!

Modern Queen Suite

Spacious Basement Retreat for the Solo Traveler

Peaceful & Sunny in Plymouth
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Squam Lake
- Weirs Beach
- Monadnock State Park
- Canobie Lake Park
- Pats Peak Ski Area
- Tenney Mountain Resort
- White Lake State Park
- Bear Brook State Park
- Manchester Country Club - NH
- The Golf Club of New England
- Waterville Valley Resort
- Bald Peak Colony Club
- Pawtuckaway State Park
- Ragged Mountain Resort
- Nashua Country Club
- Derryfield Country Club
- Dartmouth Skiway
- Crotched Mountain Ski and Ride
- The Shattuck Golf Club
- Hooper Golf Course
- Fox Run Golf Club
- Whaleback Mountain
- Baker Hill Golf Club
- Montshire Museum of Science