Waterfront holiday rentals in Lake Winnisquam

20 Mile Bay - Tuftonboro - Lake View Pet friendly

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o

View · Beach · Decor

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

River · View · Check-in

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).

Beach · View · TV

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.

Beach · View · Nearby

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!

View · River · Condition

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.

Beach · View · Biking

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Beach · View · Decor

Private Beach, Lake Front, Family Friendly Cottage

Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Beach · View · Backyard

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.

View · Beach · Outdoor spaces

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!

Beach · View · Wi-Fi

Pine Cove Cottage | Calm Cove, Dock & Fire Pit

Find peace where the pines meet Lake Winnisquam. Pine Cove Cottage is a peaceful lakefront retreat tucked into a quiet cove on Lake Winnisquam. Surrounded by tall pines and calm water, this classic New England cottage is ideal for unplugging and enjoying lake life. Sip coffee on the private dock, stroll to the community beach during the day, and end evenings by the fire pit as the sun sets over the cove.

View · Access · Air conditioning

New Build~SunsetView~Patio~Dock

Escape to a New Lakeside Retreat on Lake Winnipesaukee! Experience the perfect blend of modern comfort and natural beauty in this stylish 2-bedroom, 2-bathroom home with luxury finishes throughout. Relax on the patio and take in breathtaking lake views, or make the most of your stay with a private 23' dock, BBQ grill, and convenient lake access.

View · Beach · Getting around