
Holiday rentals with a kayak in Lake Winnipesaukee
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Lake Winnipesaukee
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Hill Studio
Take it easy at this unique and tranquil getaway. This former Architect’s studio has been set up as a one bedroom guest house. It is a wonderful spot to relax and snuggle up next to the fire with your favorite book, beverage, or a special someone. The studio is very private with only the trees or maybe a visiting moose to see in. We are 30 min. to Ragged Mountain and Newfound Lake. We have a friendly dog and preapproved well-behaved pets are welcome. An all-wheel drive car is needed in winter.

Luxury Year-round Treehouse with private hot tub
The Canopy 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.

Completely updated detached cottage/Paugus Bay!
Enjoy your vacation surrounded by all that Lake Winnipesaukee has to offer! You will enjoy beautiful views of Paugus Bay with the most amazing sunsets and fireworks at the Margate right from the front deck! Completely updated unit! Shared Waterfront deck Conveniently located near shopping, hiking and snowmobile trails, the Naswa Beach Bar, Weirs Beach, FunSpot, and the Margate! Perfect location for Laconia's annual BIKE WEEK and just minutes to the Bank of NH Pavilion for some amazing concerts.

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.

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.

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.

Windswept: Lake Winnipesaukee Waterfront w/ dock
Be our guest at this 1930's renovated home right on Lake Winnipesaukee lovingly named Windswept Cottage. This true waterfront offers you the opportunity to enjoy lake front living in the quaint town of Alton Bay, NH. Whether swimming at waters edge, taking a kayaking adventure, enjoying the sunsets from the large front deck or s'mores around the campfire this is a true gem and super clean. Located right down the street from Mt Major and 10 mins to Gunstock. Host is a licensed NH Realtor.

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).

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

20 Mile Bay - Tuftonboro - Lake View
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. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front of the property. It is perfect for hiking, snow shoeing, cross country skiing, and walking.

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!
Popular amenities for Lake Winnipesaukee kayak rentals
Holiday House Rentals with a Kayak

Pine River Pond

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Lovely home, across from lake, walk to Meredith

Blue Breeze - Private lakefront w/ Hot Tub

Luxury Lake House +Hot Tub! Waterfront Magic in NH

Lakeside Getaway - Lake Access/PrivateDock/Firepit
Cottages with a kayak

“Stay Awhile in the Lake's Region”

Smokey Pines Camp

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Charming Mountain view w/ River HSI Wi-Fi / Pets

Cozy cottage near Gilford, lake access & hot tub!

Waterfront Escape

Private Beach, Lake Front, Family Friendly Cottage
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC

Little House on the Lake in the Forest

The Conscious Cabin | Getaways + Retreats

Breezy Moose - A Frame Cabin/ Pet friendly

Bear Cabin

The Glamp Camp at Sweetwater

Riverfront cabin between Portland & White Mtns.

Barrett’s Cabin-Lakes Region-Private Trails
Destinations to explore
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- Rentals with beach access Lake Winnipesaukee
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- Rentals with a fire pit Lake Winnipesaukee
- Rentals with a hot tub Lake Winnipesaukee
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- Sebago Lake
- White Mountain National Forest
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Loon Mountain Resort
- North Hampton Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Tenney Mountain Resort
- Gooch's Beach
- Franconia Notch State Park
- Snhu Arena





