Vacation rentals with a kayak in Moultonborough

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

Outdoor spaces · Value · Condition

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Guest favorite

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Value · Location · Wifi

Camp Oscar Waterfront Lake Winnipesaukee

Experience the true meaning of Lake Life at Camp Oscar. This classic Lake Winnipesaukee waterfront retreat in Moultonborough offers the perfect setting for a memorable Lakes Region getaway. Featuring 4 bedrooms, 1.5 baths, warm wood finishes throughout, a private dock, and a walk-out sandy beach, Camp Oscar is ideal for swimming, boating, fishing, and relaxing by the water. Enjoy beautiful lake views, timeless camp charm, and everything you need to create lasting memories with family and friends

Location · Outdoor spaces · Comfort

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Guest favorite

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

Eagles Landing is a new high end contemporary lake house located near Braun Bay with vaulted ceilings and a chef’s kitchen with all the amenities you will not find in other properties. We have a large backyard, amazing deck with hot tub, gas grill, wood pellet smoker, indoor fire place, outdoor fireplace, Roku TV in bedrooms, WiFi indoor and outdoor, 10 Adirondack chairs, floats and kayaks. Lake Winni is only 200’ with direct access and includes a 40’ boat dock that holds 2 boats up to 28’.

Outdoor spaces · Location · Amenities

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

Outdoor spaces · Value · Getting around

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Guest favorite

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.

Outdoor spaces · Location · Access

Waterfront Cabin on Berry Pond

Waterfront log home along picturesque Berry Pond close to route 25--hiking, skiing, fishing, kayaking, or relaxing on the deep porch with a cup of coffee. We have air conditioning in the summer and a double-sided fireplace for the cooler months. Fully stocked kitchen and dining room table with expansion boards for family dinners and card games--or go on the bug-free screened-in porch! Garage available to keep your toys clean and dry. Great value, traditional cabin style, and a cozy vibe.

Value · Outdoor spaces · Hiking

Lake Winnipesaukee, Suissevale Modern Cabin

Lake access log home in a private community. Enjoy the most sought after beach on Lake Winnipesaukee. Great location in the heart of the Lakes Region. Tennis, basketball, volleyball, grill on the beach with the finest sand under your toes. Updated playground, fishing pond, and boat ramp. Close to a public beach with boat ramp and parking for trailers. Note: Per Suissevale Association, renters will not have access to the beach on Saturdays between Memorial Day and Labor day.

Value · Outdoor spaces · Pets

Squam Lake Farmhouse, Beach Access, Winter Skiing

Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc

Value · Location · Biking

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Guest favorite

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!

Value · Location · Hot tub

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Guest favorite

Lake Winnipesaukee Pine Family Paradise

Relax with the whole family at this peaceful custom-built home among the pine trees. We offer something for everyone. Relax with a cup of coffee and enjoy the book you always wanted to read, stroll down to the private beach, set up the badminton net for a family tournament, or roast s’mores on the campfire pit. Plan your family reunion with us! Whatever you’re seeking, you’re going to create lifelong memories here.

Outdoor spaces · Location · Indoor spaces

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Guest favorite

Lake Winni home w/ hot tub & short walk to beach

Short walk to the beach! This home is located in the most sought after PRIVATE LAKE COMMUNITY-enjoy access to PRIVATE BEACHES, boat launches, tennis, basketball, volleyball, pickleball courts, 2 playgrounds and more. Enjoy your PRIVATE HOT TUB & FIRE PIT on a cool night in your beautiful backyard oasis. Spacious open concept perfect for entertaining. Everything in the home is BRAND NEW!

Outdoor spaces · Value · Pool