This non-bridged island property offers beautiful views towards the Castle in the Clouds and a long lake view. The cottage is all one level living with 3 bedrooms, 3/4 bath, eat-in kitchen and living room. Two of the bedrooms have a full bed, and the third bedroom has a set of bunk beds and a twin....

Your charming Melvin Bay cottage awaits, complete with a spacious shared yard next to a sandy community beach at property 368. This New Hampshire classic is part of a small group of three cottages and is just a short drive to historic Wolfeboro, with great restaurants, shopping, and other lake...

Property 369 is your our charming Melvin Bay cottage, complete with a spacious shared yard next to a sandy community beach. This New Hampshire classic is part of a small group of three cottages and is just a short drive to historic Wolfeboro, with great restaurants, shopping, and other lake...

The Grey Shingles Camps property has been a cottage colony since the 1940's. We have just completed extensive renovations! Our aim is to have our guests experience the vacations of old with a modern sensibility. Rust Pond Camp is the largest of our five camps. We are able to rent the entire...

Gorgeous Victorian Main House (newly renovated) that can sleep up to 17 people (open year round) as well as 9 Charming Updated Seasonal Cabin Rentals tucked into the only private woodlands in this “Norman Rockwellesque” Quaint Downtown! Put your keys in a drawer for the week and stroll, bike or...

Welcome to the Lemmon House! This beautiful colonial, built in 1920 with many original features, is located on Main Street in Wolfeboro close to beaches, shopping, and dining. Watch the 4th of July Parade from the front lawn! There are five bedrooms and two baths with room for 11! There is a large,...

Welcome to Nellie's View, an 850 SF lakefront cottage on pristine Rust Pond, in Wolfeboro, New Hampshire! The home is currently being renovated, and will feature a large eat-in kitchen, twin bunk beds, a living room with a cathedral ceiling and queen sofa bed, and a spacious master bedroom with a...

The Grey Shingles Camps property has been a cottage colony since the 1940's. We have just completed extensive renovations in our 5 camps and Recreation Hall! Our aim is to have our guests experience the vacations of old with a modern sensibility. In addition to renting camps individually, we are...

In Wolfeboro for a wedding, a special event, or just to relax and enjoy all that the Lakes Region has to offer, the Brick House is a spacious home with privacy and room for large families or groups. With six bedrooms, three and a half baths, two screened porches, an open porch, outdoor dining, etc....

Cute, secluded and modernized lakefront cottage with huge deck and private beach overlooking small lake. 1 double bed, 2 twin beds, 1 queen sofabed. Stunning water views from living room, dining area, kitchen and deck. Small private beach and swimming platform plus use of row boat, kayak and peddle...

Gather your loved ones and escape to this 4-bedroom, 2-bathroom vacation rental house in Center Ossipee, New Hampshire. Boasting 2,600 square feet with the capacity to comfortably accommodate 12 guests, this home is perfect for spending quality time with close friends or family. Take a 10-minute...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

Rating: 3-star Location:Situated in the town of Wolfeboro, 'America's Oldest Summer Resort', this resort is nestled in the mountains of the New Hampshire Lakes Region. It is a 15-minute walk to downtown Wolfeboro and Lake Winnipesaukee. Area Attractions:Within 2 miles (4km) of the resort are...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

Your peaceful Lake Winnipesaukee awaits in this spacious water-front hideaway - Property 402. Sleeping eight, this three-bedroom home overlooks the beautiful Lake Winnipesaukee with southern exposure and offers all the comforts of home. Guests can get a good night’s sleep in the king-sized...

We are renting a lovely apartment situated over a garage. The apartment is open and relaxing with a full kitchen, bathroom with shower (no tub), and a large sleeping area on the top floor with two twin beds and one queen bed. This is a perfect retreat for a couple or family with children. We...

Charming Wolfeboro waterfront cottage in the heart of antique boat land - as seen in the Guardian. In the summer watch the gorgeous wooden boats cruise by or the Wolfeboro water ski team jump and slalom in the bay. Wolfeboro center is 5 minutes walk or 2 minutes food shopping by boat. Enjoy an...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

Comfortable, private family home, walking distance to downtown. Bordered by conservation land with walking trails right off the driveway. Located on private cul-de-sac with no through traffic. Sleeps 9 in 4 bedrooms. Close to all of the amenities of town and Lake Winnipesaukee. Close to town...

Bring the dogs to the lakes! Walk to downtown Wolfeboro and the beach. Hop on your bike and coast from the front door to the Bridge Falls Path and pedal as far as you want to go. Bring the kayaks, canoes and stand up paddleboards. Just down the street is the Mast Landing public boat launch on...

Rating: 3-star Location:Situated in the town of Wolfeboro, America's Oldest Summer Resort', this resort is nestled in the mountains of the New Hampshire Lakes Region. It is a 15-minute walk to downtown Wolfeboro and Lake Winnipesaukee. Area Attractions:Within 2 miles (4km) of the resort are...

The Grey Shingles Camps property has been a cottage colony since the 1940's. We have just competed extensive renovations! Our aim is to have our guests experience the vacations of old with a modern sensibility. Sweet Apple Camp overlooks the Great Lawn, the Ruins, and the old Apple Orchard. The...

The Grey Shingles Camps property has been a cottage colony since the 1940's. We have just completed extensive renovations! Our aim is to have our guests experience the vacations of old with a modern sensibility! Copple Crown Camp has a view of the great lawn and celebrates our NH mountains with...

The Grey Shingles Camps property has been a cottage colony since the 1940's. We have just completed extensive renovations! Our aim is to have our guests experience the vacations of old with a modern sensibility! Ehawee Camp overlooks the Great Lawn and has a summer camp theme. The property...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

The quiet and seclusion of Lake Winnipesaukee is waiting at property #134! This spacious home offers three bedrooms, one and a half baths, and comfortably sleeps nine. Guests can get their beauty rest in the queen-sized accommodation, the full, the twin/full-sized bunk bed set, or on the...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...

Rating: 3-star Location:Situated in the town of Wolfeboro, America's Oldest Summer Resort', this resort is nestled in the mountains of the New Hampshire Lakes Region. It is a 15-minute walk to downtown Wolfeboro and Lake Winnipesaukee. Area Attractions:Within 2 miles (4km) of the resort are...

A charming 1770 historic farm house! Enjoy 'The Ridge' a private 3 bed 2 bath accommodations including linens, towels and a full kitchen with pots/pans and utensils. Plenty of room, home away from home. Enjoy hiking, skiing, swimming, boating, historic sites, museums and much more. The beautiful...

Center Ossipee awaits as your next vacation destination, and this spacious home has everything you need for a memorable stay, including wifi, fire pit, charcoal grill, and walking distance to the water & boat ramp. With 3 bedrooms, a roomy loft and 2 bathrooms spread out over 2,500 sq. ft. of...

Come experience the charm of New England in this adorable waterfront home located on Lake Winnipesaukee in Moultonborough, NH. Relax in the cozy open concept living/dining/kitchen areas. Enjoy a family meal and the sounds of Mother Nature on the large deck. Stroll along the private path, nestled...

Cozy, comfortable and quaint! Come enjoy a stay at this adorable 2 bedroom cottage located on Lake Winnipesaukee in Moultonborough, NH. This is a small cottage community known as Clark’s Landing and each cottage is lovingly and meticulously created and cared for. Nostalgia at it's best -...

Cozy, comfortable and quaint! Come enjoy a stay at this adorable 2 bedroom cottage located on Lake Winnipesaukee in Moultonborough, NH. This is a small cottage community known as Clark’s Landing and each cottage is lovingly and meticulously created and cared for. Nostalgia at it's best -...

Cozy, comfortable and quaint! Come enjoy a stay at this adorable 2 bedroom cottage located on Lake Winnipesaukee in Moultonborough, NH. This is a small cottage community known as Clark’s Landing and each cottage is lovingly and meticulously created and cared for. Nostalgia at it's best -...

We are on a dead end street, with very little traffic, with a beautiful view of the ossipee mountain range, and lake Ossipee, You wakeup in the morning with sun coming into your bed room, starting your day having morning coffee out side on the porch swing, or on the beach relaxing clearing up your...

Escape from it all to this serene one bedroom loft cottage situated on 1.37 acres with 200' +/- of waterfront facing SW on pristine Lower Beech Pond. Very private but not isolated at a 155 acre pond great for kayaking, swimming, fishing or just listening to the loons! Open concept in kitchen,...