Holiday houses in Wolfeboro

Luxury Beachfront Cottage - Perfect summer getaway

Summer bliss in a restful lakeside cottage on pristine Lake Wentworth just a short jaunt from Wolfeboro. Quiet. Comfortable. Soothing. This premier destination is a serene 6 acre waterside refuge with expansive views and 5 star quality for those who appreciate attention to detail. Relax on the beach patio enjoying the firepit & sunset. Fill your days with kayaking, biking or nothing at all. Nap on the hammock. Cuddle up in a bed boasting luxury linens hand pressed just for you. . This is magic.

Treehouse Penthouse ❤ Beautiful inside & out

Kick back and relax in this calm, stylish apartment space. This space is an open concept with a king size bed. Lots of windows bring in natural light, cathedral ceiling and amazing view! A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have your own space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Peaceful Lakefront Retreat

Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy this entire lakefront home in the privacy of a quiet street just minutes from downtown Wolfboro. Dining area, living space, kitchen and two bedrooms offer all the comforts you need with stunning lake views. Cozy cabin-like downstairs den has entertainment space, tables and seating for movies and games. Perfect spot for a quiet getaway to connect with friends, family and self.

Pretty & Peaceful….close to Lake Winni!

Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

Peaceful getaway with King Bed near Town

Welcome to the perfect Wolfeboro Getaway! King size memory foam mattress for a rejuvenating nights sleep. You will love the peace and quiet of this location with easy walkable access to everything in downtown Wolfeboro, Back Bay, and the waterfront. For nature lovers, there's hiking trails right at the end of the street, just take a left out the front door. Please note: There is a kitchenette with sink, refrigerator, coffee maker, toaster oven, and plug in cook top but no actual stove.

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… Here is your chance for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine.

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.

Back Bay Tuckaway

** Brand new Puffy Mattress - Awarded Best Luxury Mattress of 2023 ** Bring your favorite person on a romantic, stylish, private getaway. Centrally located in Downtown Wolfeboro, NH, The Oldest Summer Resort in America. Private keypad access, free private parking, directly outside your door, on the back side of Main Street, right in the heart of town. Ten steps to the side walk on North Main Street and a two minute stroll down to Back Bay Winnipesaukee docks.

Relaxing Retreat in Historic Schoolhouse

Enjoy an idyllic stay at this restful retreat on historic Cotton Mountain with stone walls and perennials is a 12-minute drive from Wolfeboro center with plenty of shops, restaurants, and things to do. This unique property, formerly an 1860 schoolhouse has been renovated to provide a place for a relaxing getaway, a girlfriends' celebrations, a small family gathering, or downtime from adventurous outdoor activities.