Family-friendly holiday rentals in Lake Winnisquam

4-Bedroom Retreat with lake views & HOT TUB!

Welcome to The Lakeview Retreat in the amazing Lakes Region of New Hampshire. Our four bedroom home is located right off of the main route to Laconia and just minutes from local beaches on beautiful Lake Winnisquam! Enjoy the restaurants and shopping just minutes away! Popular Gunstock Mountain is a short 15 minutes away! Enjoy all winter time has to offer with a day on the slopes or in the lodge with a nice hot cocoa! Return home to enjoy the relaxing Hot Tub and take in the beautiful views!

Gorgeous Waterfront Condo with Lake Access & Views

This beautiful lakeside retreat is a 2 bedroom/2 bath condo 11 miles (15 mins) from Gunstock Mountain, w/ privacy, picturesque views of Lake Winnisquam and many amenities --a fireplace, open living/dining area and fully equipped kitchen. Relax on the deck, watch passing boats or just appreciate the beautiful mountain views. All the Lakes region fun is nearby, 20 minutes from Laconia and Weirs Beach, outlet shopping and New Hampshire’s famous hiking trails. . Book your lakeside getaway today!

Mountain Lodge with Private Sauna

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Bungalow Getaway on Lake Winnisquam

Nestled near the Shores of Lake Winnisquam this quaint bungalow is sure to please with partial views of the Lake from your expansive deck, perfect for grilling and entertaining. The Lakeside decor will instantly take all your worries and stress away as you enter this wonderful bungalow with all the attention to detail in every room. Only 10 minutes to Tilton Outlets with access to all Lakes Region Amenities! Boating, Skiing, snowmobiling, golfing, and only 20 min from Gunstock Mountain!

Winnisquam Lake House

Welcome to the beautiful Winnisquam lake house. The house has a beautiful view of the lake from the porch, a few steps down to a beach with clean shallow water, soft sandy bottom for swimming and kayaking, Adirondack chairs on the deck. This home has everything you need to enjoy the lake during the summer, ski slopes in the winter. Completely remodeled kitchen, a huge living room, 4 spacious bedrooms, total of 2000sqft living space. Enjoy kayak, boats, hiking skiing biking, and more.

Big Pine Lakefront Cottage, Dock, Kayaks & Firepit

Welcome to Big Pine Cottage. Your Summer or Winter Cabin Retreat Awaits You! Come relax and gather around the fire pit. Catch fish from the water’s edge. 100 feet of water frontage on a sandy bottom lake provides a great space to swim and relax. Explore the lake on our 4 person commercial grade peddle boat. We have 2 sit in style kayaks. Only a 5 minute drive from the Lake Estate on Winnisquam! Enjoy a peaceful and more tranquil experience when traveling for weddings and events!

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

Lake Winnisquam Condo

Tastefully furnished 324SF studio condo on Lake Winnisquam ideal for 1–2 adults visiting the Lakes Region. Minutes to beaches, Gunstock & Ragged ski areas, Weirs Beach, hiking & snowmobile trails. 17 minutes to BankNH Pavilion. • King bed • Full kitchen with appliances and cookware • Roku internet TV • Keypad entry with unique code per guest Nearby: mini-golf, shopping, walking trails & restaurants. Please message before booking to request a weekend minimum exception.

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace

Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!

Beautiful Lake Winnipesaukee w/ Dock!

Escape to beautiful Lake Winnipesaukee in the heart of Paugus Bay! Enjoy waterfront living with a dock for boats up to 30 ft, a Jet Ski lift upon request, and a water trampoline for endless fun. Take in breathtaking mountain sunsets, then explore nearby waterfront restaurants, live music, sandbars, shopping, and Gunstock Mountain. Whether you're boating, swimming, fishing, hiking, skiing, or relaxing, this is the perfect year-round getaway.

Fall Foliage HQ- The Cottage on Paugus Bay

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!