Waterfront vacation rentals in Lake Winnisquam

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Top-rated waterfront rentals in Lake Winnisquam

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Wolfeboro

4.99 out of 5 average rating, 131 reviews

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Top guest favorite

Tiny home in Wentworth

4.99 out of 5 average rating, 154 reviews

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!

Top guest favorite

Condo in Tilton

4.96 out of 5 average rating, 24 reviews

Lake Winnisquam Condo

Tastefully furnished and decorated studio condo on Lake Winnisquam suitable for 1-2 adults. Minutes away from popular beaches. Close to ski areas Gunstock & Ragged, Weirs Beach Laconia, hiking & snowmobile trails. 17 mins to BNH Pavillion. Please message me to request an exception to the 2-night minimum on weekends. * King size bed * Full kitchen with appliances and cookware. * Roku internet tv * Keypad door entry. Unique code per guest. Nearby: Mini-golf, shopping, walking trails, restaurants.

Guest favorite

Cabin in New Hampton

4.94 out of 5 average rating, 125 reviews

*Riverview*Jacuzzi*Log Cabin*Firepit* 2+acres

6 🛌 4 sleep sofas 🛋️ 2 full bathroom 🚽 Laundry 🧺 Jacuzzi 🛁 Fully fenced yard 🌳 Outdoor Firepit 🔥 Indoor fireplace 🪵 Grill 🍔 Riverview with amazing views🌲 All linens provided 🐶 friendly ($fee applies) *Sorry no other type of animals* *Great coffee shops ☕️ , 🛍️ , breweries 🍺 and restaurants 🥘 * Lots of lakes and hiking trails to explore! 🥾 Wellington State Park-15 min. Newfound Lake-15min. Weirs Beach-25 min. Gunstock-30 min. Ragged Mountain-15 min. Downtown Bristol-5 min.

Guest favorite

Cottage in Northwood

4.93 out of 5 average rating, 121 reviews

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

Guest favorite

Cabin in Barnstead

4.95 out of 5 average rating, 234 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

Superhost

Condo in Tilton

4.91 out of 5 average rating, 134 reviews

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!

Superhost

Home in Laconia

4.92 out of 5 average rating, 247 reviews

Waterfront w Kayaks, Pool table, Pergola, Firepit

Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 193 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Superhost

Condo in Tilton

4.79 out of 5 average rating, 227 reviews

Adventure Awaits

Newly updated and tastefully decorated cozy 1 bedroom condo unit with lake front views. Minutes away from popular local beaches and Lake Winnisquam marina. Enjoy all the outdoors has to offer at this year round getaway. Adventure awaits at Gunstock Mountain, Ragged Mountain, Bartlett Beach and Opechee Park. You can check out the local hiking trails, breweries and wineries, and so much more.

Top guest favorite

Barn in Wolfeboro

4.95 out of 5 average rating, 110 reviews

The Barn at Crescent Lake

Welcome to Wolfeboro, New Hampshire! Our barn is located just outside of downtown Wolfeboro, filled with multiple shops and eateries! Our home is on Crescent Lake, with private beach access and a dock with a boat slips if needed. The home is located off of Wolfeboro's Cotton Valley Rail tail, a peaceful walking path that begins in downtown and passes through several towns!

Guest favorite

Vacation home in Gilford

4.95 out of 5 average rating, 244 reviews

Marty'sBay-RetroCondo, Private Beach, Concert Path

Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!