In 1769, Governor Wentworth of England had a private road engineered through what was truly a wild wilderness from the new coastal town of Portsmouth NH to this specific area to spend his slumbering summers here. Just making the trek was enough to need a rest. Since then, generations have followed. As a result, Wolfeboro became known as “America’s Oldest Summer Resort”.
The Cottages of Wolfeboro is a local treasure, a nationally Award winning and Internationally acclaimed destination comprised of 9 Charming updated Retro-style 1940’s Cottages and a meticulously maintained 18 person 1890s Victorian House known as the Cottage Caretakers Quarters, as it was owned by the son of the Historic Wolfeboro Falls Mill. This holiday park is conveniently tucked into the only private woodlands in downtown Wolfeboro, a short walk to town and Lake Winnipesaukee.
Now you can Invest in little bit of Wolfeboro’s history, a town built on the shores of 44,000 acre Lake Winnipesaukee. In 1938, The Cottages of Wolfeboro began its historical cabin rental history of this great town as a place to relax from the stresses of everyday life at a time when just driving here was an adventure, and slightly dangerous. The roads of course are all modern and travel to and around all of New Hampshire a pleasure. The town center on Historic Wolfeboro Bay is just a 5-minute walk away, complete with quaint boutique shops, restaurants, ice-cream parlors, pubs, cruises, and shows.
Patrons have enjoyed Retro 40’s classic Cottages and The Cottage Caretakers Quarters Victorian Home for an intimate getaway or add friends and family up to 75 people. It is a perfect destination for small family or wedding gatherings. It was fully booked even during the challenges of a 2020.
All units have well equipped Kitchen Facilities, en-suite Bathrooms, Heat, AC & Ceiling Fans, Free WiFi, Flat Screen Cable TV’s, Individual Private Courtyards with Grills, Picnic Table, & Adirondack Chairs in front of each cottage.
There are complimentary bicycles and kayaks so, guests can put their keys in a drawer for the week and stroll, bike or paddle to shows, activities, lakes, trails, museums, dining, shopping and SO much more… something for EVERY age. Guests enjoy two community fire pits for evenings.
A wide variety of outdoor activities are available on site and in the
surrounding area including fishing, hiking, boating, skiing, swimming and cycling on lakeside and mountain paths including Mt Major with breathtaking views. Gunstock Ski resort in Alton also has great winter skiing but also an 8000’ zip-line personal roller coaster through the
forest and summer activities. Wolfeboro is also home to its own small ski hill and ice rink.
What makes this such a great place for people to stay is what may makes it a smart investment to own.
