Holiday rentals with a kayak in Gilford

4.98 out of 5 average rating, 108 reviews

A pathway lined with vibrant pink rhododendron bushes leads to a distinctive metal-clad entrance. The structure features a sloped roof with skylights, surrounded by greenery, providing a welcoming approach to the private studio.

Cabin in Hill

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.

4.94 out of 5 average rating, 122 reviews

An open living area showcases a comfortable gray sofa paired with a coffee table on a textured rug. A practical ladder leads to a loft space. The kitchenette features sleek cabinetry, and natural light fills the room through window treatments.

Cottage in Laconia

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.

4.97 out of 5 average rating, 37 reviews

An aerial view displays the waterfront luxury cottages at Paugus Bay, surrounded by lush greenery. The area features a shared dock with boats, conducive for recreation. Each unit is distinct, organized, and set against the backdrop of Lake Winnipesaukee, with clearly labeled positions for reference.

Home in Laconia

Winnipesaukee Lakefront Luxury unit #2 w Hot tub

This 2Bed/2Bath waterfront luxury cottage w stunning sunset views is part of a yr around resort located at the Paugus bay of Lake Winnipesaukee. Unit 2 is located at Tier 2 from parking lot (see images for location). It sleeps up to 6. It offers full kitchen, quartz, steel appliances, washer/dryer, BBQ grill, Kayaks, shared hot tub (next to unit 6/7), Boat Slip fee- $200, Pet Fee -$100 (Max 2 pets), 2 Cars Tandem Parking, No Trailer! Near to Gunstock Ski Resort, Weirs Beach, NH Bank Pavilion

4.98 out of 5 average rating, 140 reviews

A spacious canvas tent is nestled in the pine forest, illuminated by warm string lights above. The entrance features steps leading to a wooden deck, providing a welcoming access point. A sign reading 'Bienvenue' adds a friendly touch to the serene setting.

Tiny home in Plymouth

Inclusive Forest Retreat Like No Other!

Relax in a hushed pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living luxurious with high end bedding, fresh bread & eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

5 out of 5 average rating, 5 reviews

Home in Gilford

Snowy Acres

Come experience true lakefront living on Lake Winnipesaukee. This beautifully renovated waterfront home blends modern comfort with authentic lakeside charm. Enjoy direct water access, stunning lake views, and a peaceful setting perfect for families and friends. Spend your days swimming, and exploring the Lakes Region, then unwind on the deck as the sun sparkles across the water. Wake each morning to breathtaking sunrises and create unforgettable memories at this one-of-a-kind lakefront retreat

A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.

4.94 out of 5 average rating, 82 reviews

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.

A quaint cottage exterior is depicted with a backdrop of vibrant fall foliage. The structure features light gray siding and a welcoming front door, while the calm waters of Lake Winnipesaukee are visible in the background.

4.89 out of 5 average rating, 233 reviews

1B Cottage w/Kayaks-Lake Winnipesaukee View/Access

Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

4.98 out of 5 average rating, 326 reviews

Cabin in Alexandria

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.

A quaint outdoor seating area features four white Adirondack chairs arranged around a central fire pit. The space is framed by trees, creating a serene view of the water and a nearby dock. A large deck is visible in the background.

5 out of 5 average rating, 53 reviews

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.

4.95 out of 5 average rating, 271 reviews

Cabin in Barnstead

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).

4.97 out of 5 average rating, 178 reviews

A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.

Cottage in Middleton

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.

5 out of 5 average rating, 19 reviews

The exterior of the two-story house is characterized by stone and wood siding, complemented by large windows along the lower level. A rock-lined garden features shrubs and potted plants, framed by a gravel pathway leading to the entrance.

Guesthouse in Gilford

The Back Haus! Dock space available.

The Back Haus, 2 stories; filled with character; 3 AC bedrooms ; 1 queen, 1 full, a bunk room w/ 3 single & a pullout single. Large LR with 70" TV & pool table. Galley kitchen. Washer/dryer. Separate work space. 2 BR; 1 newly renovated w/walk in shower, 2nd w/Victorian bathtub. Private beach, walk to dock, outdoor seating & firepit. Docking/Jet ski lift at additional cost. Ellie Mae & Jethro are your concierges. Bank of NH Pavilion 1 mile away. Gunstock 7 min away.

Popular amenities for Gilford kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

5 out of 5 average rating, 20 reviews

Home in New Durham

Waterfront Chalk Pond | Fireplace | Kayaks

5 out of 5 average rating, 35 reviews

Home in Gilmanton

A-Frame in Private Lake Association

5 out of 5 average rating, 74 reviews

A serene lakeside area features a stone fire pit surrounded by wooden seating. A pebbled path leads to the water’s edge, where the calm lake reflects the colorful foliage of nearby trees. Autumn hues create a peaceful backdrop for gatherings.

Home in Wakefield

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

4.96 out of 5 average rating, 57 reviews

A modern house with a sloped roof is surrounded by greenery. A spacious backyard features several teal chairs arranged around a fire pit, inviting relaxation. A white picket fence encloses the area, while a two-car garage is visible in the back.

Home in Meredith

Lovely home, across from lake, walk to Meredith

5 out of 5 average rating, 41 reviews

A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.

Home in Tuftonboro

Peaceful Lakefront Retreat

4.98 out of 5 average rating, 298 reviews

The exterior of the farmhouse features a well-maintained white siding facade and a welcoming yellow front door. A neatly landscaped yard is present, showcasing a mix of greenery and colorful flowers. Stone pathways and a low stone wall add rustic charm to the serene setting.

Home in Hebron

Hebron Historic Farmhouse

5 out of 5 average rating, 14 reviews

The exterior of the cottage features a blend of light grey siding and natural wood accents. Large windows provide views of the surrounding trees and water. A wooden deck extends from the entrance, while landscaped areas are present along the pathway, showcasing vibrant greenery.

Home in Gilford

Lake Winnipesaukee, Boat Slip, Dogs Welcome!

4.95 out of 5 average rating, 42 reviews

The spacious living area features light green striped walls, complemented by a wooden floor. Two comfortable sofas are positioned around a coffee table, with decorative pillows adding texture. A dining table is visible in the background, and a staircase leads to the upper level, enhancing the open concept layout.

Home in Wolfeboro

Lake Access + Kayaks+Arcade+Bike Path+Private deck

Cottages with a kayak

4.99 out of 5 average rating, 114 reviews

The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.

Cottage in Wakefield

Gorgeous Romantic Lakefront Getaway

4.96 out of 5 average rating, 237 reviews

Two individuals are seated in white chairs on a stone patio, positioned around a crackling fire. The cottage is visible in the background, showcasing large windows and a rustic wooden deck. Lush greenery frames the area, contributing to the natural surroundings.

Cottage in Epsom

Smokey Pines Camp

A single-story cottage is nestled among trees, featuring a light yellow exterior with dark shutters. The well-kept front yard showcases a carpet of fallen leaves, and a small deck is visible to the right, enhancing access to the inviting outdoor space.

4.99 out of 5 average rating, 144 reviews

“Stay Awhile in the Lake's Region”

4.95 out of 5 average rating, 151 reviews

A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.

Cottage in Northwood

Waterfront Cottage Private Dock | Kayaks | Rowboat

4.98 out of 5 average rating, 119 reviews

The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.

Cottage in Middleton

Lovely cottage on Sunrise Lake, Middleton, NH.

4.96 out of 5 average rating, 187 reviews

Cottage in Thornton

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

4.9 out of 5 average rating, 133 reviews

A waterfront home is nestled among trees, featuring a spacious yard with a mix of seating options. A wooden dock extends into the clean, shallow water, and the house can be seen with a welcoming front porch, blending harmoniously with the surrounding nature.

Cottage in Newbury

Waterfront Retreat on Chalk Pond

4.88 out of 5 average rating, 132 reviews

The exterior of the camp is surrounded by trees, featuring a screened-in porch and large windows. A flag is displayed on the front, and gravel paths lead to the entrance. The building is designed to blend with the natural landscape.

Cottage in Gilmanton

Cozy cottage near Gilford, lake access & hot tub!

Cabin rentals with a kayak

4.97 out of 5 average rating, 36 reviews

The cottage exterior is framed by lush greenery and vibrant flowers in planters. The charming blue siding contrasts with the surrounding pines and sunlight dappling through the trees. A clear pathway leads to the entrance, enhanced by a stone border along the flower bed.

Cabin in Milton

Cozy cottage near the lake

4.88 out of 5 average rating, 246 reviews

An open living area features large windows overlooking the lake, bringing in natural light. Wood ceiling beams enhance the spaciousness. A comfortable sectional sofa faces a mounted television, and a wooden chair adds to the seating. The warm wood flooring complements the tranquil atmosphere.

Cabin in Grafton

Beautiful Serene Lake/Ski House with central AC

4.96 out of 5 average rating, 142 reviews

A cozy living area features a comfortable sofa and a wooden table beneath a rustic wooden ceiling with exposed beams. A wooden ladder with handrails leads to a loft space above, adding charm and functionality to the cabin's interior.

Cabin in Andover

Little House on the Lake in the Forest

4.86 out of 5 average rating, 113 reviews

A charming cabin exterior is showcased, featuring a wooden facade with large windows framed by greenery. A small patio area with a picnic table is set in front, surrounded by seasonal foliage displaying autumn colors.

Cabin in Holderness

Beautiful private cabin on Big Squam Lake

4.96 out of 5 average rating, 25 reviews

A wooden cabin is positioned next to a serene lake, framed by tall trees. A grassy area leads to the water's edge, with a gravel path and stone border visible. The sunset casts a warm glow on the scene, enhancing the peaceful atmosphere.

Cabin in Belmont

Rusnak Cabin

4.97 out of 5 average rating, 32 reviews

A private dock extends over the calm waters, featuring two red Adirondack chairs facing the serene lake. An American flag waves gently on a pole, surrounded by vibrant autumn foliage reflected in the water.

Cabin in Tuftonboro

Bear Paw

4.96 out of 5 average rating, 198 reviews

A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.

Cabin in Conway

The Conscious Cabin | Getaways + Retreats