Vacation rentals with a kayak in Wolfeboro

Find and book unique kayak rentals on Airbnb

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Popular amenities for Wolfeboro kayak rentals

House rentals with a kayak

Superhost
A modern lakefront home is nestled among trees, featuring large glass windows illuminating the interior. A fire pit surrounded by several wooden Adirondack chairs sits in the foreground, with a stone pathway leading to the house's entrance. Warm lights create a welcoming evening ambiance.
Home in Wakefield
4.86 out of 5 average rating, 22 reviews

Belleau Lake Escape

IsabellaRating, 5 stars1 week ago
A group of four of us visited this Airbnb this past weekend and we enjoyed our stay immensely, the house was cozy and had plenty of room for privacy whilst having nice common areas. The hosts were extremely friendly and helpful, they responded quickly to all of our questions and solved any inconveniences we encountered.
Superhost
A serene lakeshore scene captures the sun setting over Ossipee Lake. Gentle waves ripple towards the sandy shore, while mountains frame the background under a sky adorned with wispy clouds. The reflection of sunlight creates a shimmering path across the water.
Home in Freedom
4.86 out of 5 average rating, 95 reviews

Cozy camp for swimming, water sports and more!

BeckyRating, 5 stars3 weeks ago
The Pancake House was the perfect getaway! Peaceful, relaxing, comfortable, and charming! The house is better than the photos can show, and offered plenty of space for fun and relaxation. We enjoy evenings by the fire after enjoying the sunset on the lake!
Top guest favorite
The kitchen features light wood cabinetry and a decorative sign above the stove. A brushed stainless steel gas range is highlighted alongside a stone backsplash arranged in a herringbone pattern. Countertops are spacious, providing ample room for meal preparation, with kitchen utensils neatly arranged in a holder.
Home in Bath
4.98 out of 5 average rating, 103 reviews

Beautiful Three Bedroom Home with Incredible View

AndrewRating, 5 stars6 days ago
One of the nicest houses that I’ve ever stayed at! Some friends and I had an incredible night sitting by the fire, and then a perfect morning making some breakfast in the incredible kitchen. Couldn’t recommend staying here enough!
Guest favorite
An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.
Home in Newfield
4.97 out of 5 average rating, 30 reviews

Peaceful 4 bedroom lakehouse retreat

JessicaRating, 5 stars5 months ago
We had a fantastic time staying at Justin’s home!
Superhost
A spacious outdoor seating area is framed by a wooden pergola, with soft lights enhancing the ambiance. A circular fire pit sits at the center, surrounded by a curved sectional couch and additional chairs, offering a comfortable space for gathering near the water.
Home in Laconia
4.92 out of 5 average rating, 242 reviews

Waterfront w Kayaks, Pool table, Pergola, Firepit

DavidRating, 5 stars2 weeks ago
Great house with beautiful lake view and comfortable set up. Everything was clean and in good shape. Steve was responsive with communication and provided all the info we needed. I would recommend staying here.
Guest favorite
The two-story lakeside house features large windows and a spacious deck with seating. A private dock is visible in front, with lounge chairs arranged on the sandy beach nearby. Lush greenery surrounds the property, creating a serene outdoor space.
Home in Middleton
4.94 out of 5 average rating, 171 reviews

Blue Breeze - Private lakefront w/ Hot Tub

LynnRating, 5 stars1 week ago
We would definitely go back for another stay. Carl is a wonderful host and was very responsive and helpful. The house is beautiful and is located in such a tranquil and scenic location. We are a family of 6 along with our black lab and everyone fit comfortably. I highly recommend this place for a family get away.
Superhost
An outdoor deck is presented, equipped with a round table and several chairs beneath a large umbrella. Surrounding trees provide shade, while distant views of Lake Winnipesaukee are visible, creating a serene outdoor dining space.
Home in Gilford
5 out of 5 average rating, 3 reviews

Coolest Condo on the Lake!

MicheleRating, 5 stars2 weeks ago
We enjoyed our short, but lovely stay at the lake! Home was beautiful and warmly decorated. Comfy beds and set up so nicely! View of lake was so nice and it was hard to leave the deck. We loved the peace and quiet, relaxing vibe! Loved the closed in porch too! Enjoyed pickleball so easily accessible and pretty walk to the lakefront to relax. Wish we could have stayed longer, but rain made it easier to leave. We had magical weather our full day! We hope to return to this special area and home. Loved the market so close though! Thank you!!
Top guest favorite
The exterior of the home is showcased at dusk, featuring large windows that reflect warm light. The two-story structure is framed by trees, with a deck visible on the upper level and stairs leading down to the ground. A serene natural setting surrounds the property.
Home in Shapleigh
5 out of 5 average rating, 33 reviews

Luxury Lakefront Paradise w/ Private Beach

LeslieRating, 5 stars5 days ago
My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!

Cottage rentals with a kayak

Superhost
The two-story cottage is framed by lush greenery and features a spacious back deck with steps leading to the ground level. A fire pit is surrounded by several adirondack chairs, and a picnic table is positioned nearby on a grassy area.
Cottage in Conway
4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

TeraRating, 5 stars8 months ago
This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.
Guest favorite
Cottage in Epsom
4.97 out of 5 average rating, 215 reviews

Smokey Pines Camp

CaryRating, 5 stars2 weeks ago
Smokey pines is the perfect getaway. It's private, secluded yet close to the towns and people we want to visit. It feels homey and comfortable and has all the amenities required. We'll definitely be back!
Guest favorite
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
4.93 out of 5 average rating, 115 reviews

Cottage on the lake! Includes kayaks & rowboat!

JeanRating, 5 stars5 days ago
we had the most peaceful and relaxing time. The cottage was adorable, clean and had everything you needed. The beds are so comfortable we have never slept so good away from home. the views of the lake are gorgeous 😍 we will be back for sure. The host was amazing as well giving recommendations of whats in the area and a sweet welcome basket.
Top guest favorite
A screen porch with a view of the lake features two red cushioned chairs and a matching bench, arranged around a small coffee table. A decorative patterned rug covers the floor, enhancing the cozy ambiance of this inviting outdoor space.
Cottage in Middleton
4.99 out of 5 average rating, 103 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars2 weeks ago
They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!
Top guest favorite
A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.
Cottage in Thornton
4.95 out of 5 average rating, 157 reviews

Cottage with antique charm view & river HSI Wi-Fi

ElizabethRating, 5 stars1 week ago
We loved our stay! It ended up being a rainy weekend so we really enjoyed all the little extras the cabin had to offer - especially the crafting cabinet! The house has all these little helpful notes about how best to enjoy the house and your stay. The backyard is beautiful, the kitchen had great little additions (we always forget olive oil!). The beds were comfortable, our kids loved the bunk bed room. The location is great, close to local shops and small treasures but also near big chains should you need a specific item. The house really makes the most of the space. We will definitely be back!
Guest favorite
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
4.94 out of 5 average rating, 110 reviews

Completely updated detached cottage/Paugus Bay!

ShaoyuRating, 5 stars7 months ago
We enjoyed a great weekend getaway at this place. Denise was a great host who were helpful and always quick to respond. The house is cozy and clean, perfect size for two adults. It is conveniently located while being private. We kayaked on Paugus Bay and hiked Mt Major. Would definitely come back again.
Superhost
The living area features a brown leather sofa paired with a decorative throw, surrounded by large windows that invite natural light. A textured area rug lies beneath a low coffee table, with decorative objects and plants adding a touch of greenery.
Cottage in Gilmanton
4.85 out of 5 average rating, 100 reviews

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes

YannRating, 5 stars2 weeks ago
I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!
Superhost
A sunlit sunroom features a mix of comfortable seating, including a sectional sofa and two chairs, arranged around a wooden coffee table. Large windows allow natural light to fill the space, providing views of the surrounding greenery and seasonal foliage.
Cottage in Lyman
4.83 out of 5 average rating, 103 reviews

RK North : All season Waterfront cottage with dock

EricRating, 5 stars1 week ago
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto

Cabin rentals with a kayak

Guest favorite
A secluded lake house is set amidst tall trees, featuring a spacious lawn area. The exterior showcases a combination of beige siding and a garage door. Bright blue chairs are arranged nearby, creating an inviting outdoor space. The surroundings reflect a tranquil natural environment.
Cabin in Grafton
4.86 out of 5 average rating, 220 reviews

Beautiful Serene Lake/Ski House with central AC

TaylorRating, 5 stars4 months ago
Natalia’s home was beautiful! We stayed for a winter ice fishing weekend with a few couples, including dogs and babies. The home was right on the ice, which was perfect for our purpose. There was plenty of space for everyone to spread out and be comfortable. The living room seating was particularly great- everyone always had a comfy spot to sit. We enjoyed our stay!
Guest favorite
The lakefront cabin is nestled among lush greenery, elevated on a wooden deck overlooking the water. Smooth stones lead down to the lake, with light filtering through the trees, creating a serene atmosphere in this natural setting.
Cabin in Andover
4.95 out of 5 average rating, 117 reviews

Little House on the Lake in the Forest

BrentRating, 5 stars1 week ago
Wonderfully peaceful, tranquil setting on the lake, in the woods. Perfect for a quiet getaway to reflect and renew. Everything was exactly as described, and Laurel was a gracious and responsive host. The cabin was rustic yet newly refinished, very clean, well equipped. Enjoyed the screened in gazebo, loved sitting by the water as well, plus experiencing the lake in the canoe and kayak. Also enjoyed some great hiking and views at Mt Kearsarge which is less than 20 minutes away. And finally -- the sounds of the loons after sunset. Grateful for three days of renewal!
Superhost
A private cabin is nestled among colorful autumn trees by Big Squam Lake. Various boats are moored along the shoreline, with hues of orange and gold from the foliage reflecting in the water. The peaceful scene is framed by gentle hills in the background.
Cabin in Holderness
4.87 out of 5 average rating, 105 reviews

Beautiful private cabin on Big Squam Lake

Pool HomesRating, 5 stars1 month ago
We had a wonderful stay and will definitely return! The cabin is lovely. My daughter enjoyed kayaking around the lake. We also enjoyed the science center, Walter’s basin, and birdwatching. Thank you!
Guest favorite
Cabin in Waterford
4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

LindseyRating, 5 stars7 months ago
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.
Guest favorite
An aerial view captures the serene surroundings near Crystal Lake, showcasing a tree-lined road bordering the water. A private dock is visible, along with lush green foliage emphasizing the natural beauty of the area.
Cabin in Harrison
4.99 out of 5 average rating, 127 reviews

Get away at Crystal Lake

Natalia Wilkin Rating, 5 stars1 month ago
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!
Guest favorite
The A-frame cabin is nestled among greenery, showcasing a wooden exterior with an angled roof. Steps lead to a raised deck that features outdoor seating. A gravel path leads to the cabin, surrounded by trees, offering a serene setting.
Cabin in Warren
4.92 out of 5 average rating, 114 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

NicholasRating, 5 stars1 week ago
This beautiful A-Frame was a perfect weekend getaway. My girlfriend and I spent the weekend here and it was in a great location with perfect accommodations for two people. The place was clean with great amenities (grill, fireplace, etc.) Will definitely be hoping to return in the future / am eager to recommend this property to anyone.
Guest favorite
A brown wooden cabin is set among trees, showcasing large windows that provide natural light. The structure is elevated slightly above ground, with steps leading to a deck that extends outward. A gravel area surrounds the cabin, enhancing the natural landscape.
Cabin in Madison
4.92 out of 5 average rating, 134 reviews

Bear Cabin

AllysiaRating, 5 stars5 days ago
This was the perfect location for my husband and in laws. It was so peaceful. Thank you for a beautiful place to vacation.
Top guest favorite
Two kayaks in vibrant colors are securely positioned against a storage shed, with a serene pond reflected in the background. The lush greenery surrounding the pond complements the calm atmosphere, providing a perfect setting for outdoor activities.
Cabin in South Sutton
4.99 out of 5 average rating, 272 reviews

Swim & Fish Pond| River| Fire Pit |Close to Skiing

KathrynRating, 5 stars5 days ago
This place was absolutely wonderful! The river, the pond, the property, the hiking and the home were more than we could have hoped for. I would sit every morning on the lounge chair by the big windows with a coffee and a book. Floating in tubes on the pond during the day, and playing lots of board games and enjoying meals with a group of friends at the large dining table. Our hosts were incredibly responsive and helpful and the home was so cozy comfy and beautiful! A must stay! Just go book it :)

Quick stats about vacation rentals with a kayak in Wolfeboro

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$18,808 GYD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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