Wolfeboro, New Hampshire Vacation Rentals

Explore 85 rental homes and villas in Wolfeboro, New Hampshire for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $30 per night with homes containing as many as 10 bedrooms and 8 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Wolfeboro

Where to stay in Wolfeboro

Show all homes

Booking a vacation rental in Wolfeboro, New Hampshire?

Here are some things to know to support your visit:

Wolfeboro Overview
Wolfeboro, New Hampshire, affectionately known as "The Oldest Summer Resort in America," is a picturesque gem that epitomizes the New England charm. This idyllic town, cradled by the stunning shores of Lake Winnipesaukee, is a sanctuary for those who revel in serene landscapes, engaging outdoor pursuits, and a rich tapestry of history. The allure of Wolfeboro is intrinsically linked to its prime location on Lake Winnipesaukee, a sparkling jewel that beckons visitors with its pristine waters. Here, the Wolfeboro Town Docks come alive with the promise of aquatic adventures. Imagine renting a private boat to slice through the waves, embarking on a scenic lake cruise, or simply basking in the breathtaking vistas of water meeting mountainous horizons. Enhance your stay by choosing from a selection of private home rentals, where the comfort of having a space all to yourself elevates the experience. Many of these homes not only offer the warmth of a personal retreat but also welcome your furry companions with open arms, ensuring that no member of the family misses out on the vacation fun. For those seeking a splash of luxury, select homes boast their own swimming pools, providing a private oasis to cool off on those balmy summer days. The town's waterfront is a focal point of leisure and relaxation. Whether you're sunbathing on the local beaches or enjoying the tranquil waters, the lakefront lifestyle is an integral part of the Wolfeboro experience. The gentle lapping of the waves and the soft rustle of leaves in the lakeside parks offer a symphony of nature's tranquility. Delve into the past at the Wright Museum of World War II, where a remarkable collection of wartime memorabilia brings history to life. The New Hampshire Boat Museum further celebrates the region's nautical legacy, showcasing an array of classic watercraft and engaging exhibits that will delight maritime enthusiasts. Nature lovers will find their haven in Wolfeboro's verdant surroundings. The Cotton Valley Rail Trail invites explorers to traverse its scenic paths by foot or bike, while Cate Park, with its picturesque waterfront gazebo and beautifully tended gardens, is an idyllic setting for picnics and leisurely walks. Stroll down the quaint Main Street, where a treasure trove of independent boutiques, art galleries, and local eateries await. Discover unique crafts, antiques, and keepsakes, or indulge in the culinary delights of the town's diverse dining scene, which often features open-air seating to enjoy the warm summer air. Wolfeboro's vibrant calendar of events, from lakeside summer concerts to the beloved fall foliage festival, fosters a sense of community and celebration throughout the seasons. And when winter's snowflakes dust the town, Wolfeboro transforms into a wonderland for cross-country skiing, snowshoeing, and ice fishing, its charm undiminished by the frosty embrace. Wolfeboro is more than just a destination; it's a retreat that seamlessly blends relaxation with recreation, offering a slice of New England's heart and soul for a truly memorable escape.
Cultural Attractions in Wolfeboro
Wolfeboro, New Hampshire, often referred to as "The Oldest Summer Resort in America," offers a quaint and culturally rich experience for travelers who revel in the arts, history, and local customs. This picturesque town on the shores of Lake Winnipesaukee is a haven for those who appreciate the quieter, more intimate side of cultural exploration. Begin your cultural journey at the Wright Museum of World War II, a must-visit for history enthusiasts. This museum provides an educational and moving experience with its vast collection of wartime artifacts, vehicles, and exhibits that detail the American home front during the 1940s. The museum's commitment to preserving this era's history is evident in its carefully curated displays and interactive exhibits. Art lovers will find joy in the town's local galleries, such as the Art Place, which showcases works by regional artists, offering a glimpse into the local art scene. The Governor Wentworth Arts Council frequently hosts art shows and events, providing a platform for local artists to display their work and for visitors to engage with the community's creative spirit. For those interested in live music, Wolfeboro has a charming offering of performances, especially during the summer months. The Great Waters Music Festival is a highlight, presenting a series of concerts ranging from classical to jazz, and featuring both local talent and nationally recognized artists. The festival's performances, set against the backdrop of the lake and mountains, create an enchanting atmosphere for music aficionados. The town's commitment to preserving its history can be seen in the Wolfeboro Historical Society, which operates several historic buildings and museums, including the Clark House Museum Complex. Here, visitors can step back in time and explore a 1778 house, a one-room schoolhouse, a firehouse museum, and more, all of which offer insights into the local customs and way of life of bygone eras. Wolfeboro's picturesque downtown area, with its charming boutiques and local eateries, invites leisurely strolls and provides a taste of small-town New England charm. The town's farmers market is a great place to experience local customs and savor regional produce and artisanal goods. For a unique cultural experience, the New Hampshire Boat Museum celebrates the state's boating heritage and offers exhibits on vintage boats, as well as boat-building workshops, appealing to those with a nautical interest. In Wolfeboro, the pace is slower, the settings more intimate, and the cultural experiences deeply rooted in the local community. It's a destination that offers a serene escape into the arts, history, and traditions of New England.
Kids IconFamily friendly activities in Wolfeboro
Wolfeboro, New Hampshire, is a picturesque town that offers a delightful array of activities for families traveling with children. Nestled on the shores of Lake Winnipesaukee, Wolfeboro is known as "The Oldest Summer Resort in America" and provides a serene backdrop for a family getaway. Begin your adventure at the New Hampshire Boat Museum, where kids can learn about the region's boating history and even participate in hands-on activities like building their own model boats. The museum's vintage boat collection is sure to impress both young and old. For outdoor enthusiasts, the Cotton Valley Rail Trail is a scenic route perfect for a family bike ride or a leisurely stroll. The trail offers beautiful views of the surrounding lakes and forests, and you might even spot some local wildlife along the way. Lake Winnipesaukee itself is a central attraction, with opportunities for swimming, fishing, and boating. Families can rent kayaks, canoes, or paddleboards to explore the lake's tranquil waters. For a more relaxed experience, take a scenic cruise on the Winnipesaukee Belle, a replica of a 19th-century paddle steamer, where children can marvel at the beauty of the lake and its islands. The Libby Museum of Natural History is another gem for curious minds. The museum showcases an eclectic collection of natural specimens from around the world, including a fascinating array of birds, mammals, and Native American artifacts. Interactive displays and educational programs make it a hit with the kids. For a sweet treat, visit one of Wolfeboro's charming ice cream parlors or candy shops, where you can indulge in homemade ice cream or pick out some delicious chocolates and candies. When it's time to unwind, head to Cate Park or Brewster Beach, where families can enjoy picnics, play in the sand, and soak up the sun. The clear, shallow waters at the beach are ideal for young swimmers. Throughout the summer, Wolfeboro hosts family-friendly events such as outdoor concerts, craft fairs, and the annual Fourth of July parade and fireworks. These community gatherings provide a taste of local culture and entertainment for all ages. In Wolfeboro, the combination of natural beauty, engaging attractions, and a welcoming small-town atmosphere creates a perfect setting for families to create lasting memories together. Whether you're seeking adventure on the lake, exploring local history, or simply enjoying the great outdoors, Wolfeboro has something special for every member of the family.
Nature IconOutdoor activities in Wolfeboro
Wolfeboro, New Hampshire, affectionately known as "The Oldest Summer Resort in America," is a picturesque town that offers a wealth of natural wonders and outdoor activities for those who love to immerse themselves in nature. Nestled on the shores of Lake Winnipesaukee, Wolfeboro is a haven for water enthusiasts. The lake, the largest in New Hampshire, provides ample opportunities for boating, kayaking, paddleboarding, and fishing. The crystal-clear waters are perfect for a refreshing swim on a hot summer day. For a more relaxed experience, scenic cruises on the lake offer stunning views of the surrounding mountains and forests. Hikers and mountain bikers will find a paradise in the trails that crisscross the area. The Cotton Valley Rail Trail, a converted railroad track, offers a gentle terrain for walking and cycling, with picturesque views of the lakes and countryside. For those seeking a more challenging hike, Mount Major provides a rewarding ascent with panoramic vistas of Lake Winnipesaukee from its summit. Nature lovers will appreciate the abundance of wildlife in the region. The Sewall Woods Conservation Area offers peaceful trails through mixed hardwood and conifer forests, where birdwatchers can spot a variety of local and migratory bird species. The Libby Museum of Natural History, although small, provides an interesting glimpse into the local fauna and flora, including Native American artifacts. During the winter months, Wolfeboro transforms into a snowy wonderland. Abenaki Ski Area, one of the oldest community-run ski areas in the country, offers skiing and snowboarding for all levels. The surrounding trails become a network for snowshoeing and cross-country skiing, allowing visitors to enjoy the serene beauty of the winter landscape. For a unique outdoor experience, visit the Wright Museum of World War II, which features a walking trail adorned with historical markers and a vintage military vehicle display. While not a natural site, the museum grounds offer a tranquil setting for reflection amidst nature. Wolfeboro's charm extends beyond its natural attractions. The town itself is dotted with quaint shops, galleries, and eateries, perfect for a leisurely afternoon stroll. The weekly farmers' market showcases local produce and artisanal goods, adding to the town's community spirit. In Wolfeboro, the blend of stunning landscapes, outdoor adventure, and small-town charm creates an idyllic setting for nature lovers to explore and enjoy. Whether you're paddling on the lake, hiking up a mountain, or simply enjoying the view from a waterfront bench, Wolfeboro invites you to connect with nature in all its New England glory.
Weather IconWeather in Wolfeboro
Wolfeboro, New Hampshire, is a quintessential New England town that experiences four distinct seasons, each offering its own unique charm and weather patterns. The climate is generally humid continental, which means warm, humid summers and cold, snowy winters. Summer in Wolfeboro, from June to August, is the most popular time for visitors, with temperatures typically ranging from the mid-70s to mid-80s Fahrenheit during the day. The humidity can be high, but the proximity to Lake Winnipesaukee often provides a refreshing breeze. This is the perfect time for boating, swimming, and enjoying the town's lakeside amenities. Autumn, from September to November, is a spectacular season in Wolfeboro, as the foliage turns to vibrant shades of red, orange, and yellow. The temperatures start to cool, ranging from the 50s to the 70s in early autumn and dropping further as winter approaches. The humidity decreases, making for crisp and pleasant days. This is a wonderful time for hiking and enjoying the fall colors. Winter, from December to February, transforms Wolfeboro into a snowy wonderland, with temperatures often ranging from the low teens to the low 30s. Snowfall is common, and the town becomes a hub for winter sports like skiing, snowmobiling, and ice fishing. The cold can be biting, and the humidity is low, so dressing in layers is essential. Spring, from March to May, is a time of transition as the snow melts and the temperatures gradually warm, ranging from the 30s to the 60s. This season can be unpredictable, with a mix of rain, lingering snow, and emerging sunshine. The humidity begins to rise, and the landscape starts to bloom towards the end of the season. The most pleasant weather conditions are typically found in late spring through early fall, when the temperatures are moderate and the natural beauty of the area is on full display. Late May to early June and September to October are particularly delightful times to visit, as you can avoid the peak summer crowds while still enjoying comfortable weather and the outdoor activities that Wolfeboro has to offer. Whether you're looking to enjoy the summer lake life or the cozy winter charm, Wolfeboro has something special in store for every season.
Transportation in Wolfeboro
Wolfeboro, New Hampshire, known as "The Oldest Summer Resort in America," offers a serene and picturesque setting for travelers seeking a tranquil getaway. Nestled on the shores of Lake Winnipesaukee, Wolfeboro is a small town that provides a charming and intimate experience. Travelers typically arrive in Wolfeboro by car, as it is the most convenient way to reach this quaint town. The nearest major airport is Manchester-Boston Regional Airport, located about 60 miles to the south. From there, visitors can rent a car or arrange for a private shuttle service to Wolfeboro. For those coming from further afield, Boston's Logan International Airport is approximately 100 miles away, offering a wider range of flight options and similar ground transportation choices. Once in Wolfeboro, getting around can be a delightful experience. The town itself is quite walkable, with many shops, restaurants, and attractions within easy walking distance of the town center. Strolling along the scenic Main Street and the lakeside paths is a favorite pastime for visitors. For those looking to explore the surrounding areas or visit attractions that are a bit further out, such as the Wright Museum of WWII or the New Hampshire Boat Museum, having a car is advantageous. During the summer months, when Wolfeboro comes alive with tourists, the town offers a trolley service that runs between various points of interest, providing a charming and convenient way to get around without the need for a car. Additionally, boat tours on Lake Winnipesaukee are a popular way to enjoy the area's natural beauty and can serve as a means of transportation to different parts of the lake. For those who enjoy cycling, Wolfeboro has several bike rental shops, and the area's relatively light traffic makes it a pleasant place for bike rides. The Cotton Valley Rail Trail offers a scenic route for cyclists and walkers alike, showcasing the natural splendor of the region. In conclusion, while Wolfeboro may not have the extensive transportation networks of a large city, its small size and scenic setting make it an ideal destination for those looking to slow down and enjoy the simple pleasures of a New England town. Whether you prefer to explore on foot, by bike, or with the convenience of a car, Wolfeboro's charm is easily accessible to all who visit.