Vacation rentals with a kayak in Lake Winnisquam

Find and book unique kayak rentals on Airbnb

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Popular amenities for Lake Winnisquam kayak rentals

House rentals with a kayak

Superhost
Home in Tamworth
4.82 out of 5 average rating, 96 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

ShaunaRating, 5 stars2 months ago
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.
Superhost
Home in Northwood
4.94 out of 5 average rating, 17 reviews

Lakeside cabin w/ beach & dock

KatelynRating, 5 stars6 months ago
Amazing place to stay! Beautiful view right from the porch and plenty of room for everyone.
Guest favorite
Home in Wakefield
4.96 out of 5 average rating, 28 reviews

In the Trees - NH w/ Lake Access

AmyRating, 5 stars1 week ago
We had a wonderful stay at this cozy, comfortable, and peaceful home—perfect for our family of five! The space was quiet, private, and truly felt like a home away from home. It's in a beautiful location right by Lake Province, and we had almost everything we needed for our 3-night Easter weekend stay. Our older children attend UNH, and this was the perfect spot for us all to be together, relax, play games, and enjoy quality family time. We love to cook, and the brand new kitchen was gorgeous and a joy to use—we prepared three amazing meals together! Just a heads-up for fellow cooks: the kitchen is stocked with the basics, so if you're planning more elaborate meals, you might want to bring a few extra tools. The outdoor space was also a highlight! With beautiful weather all three days, we spent a lot of time outside enjoying the fire pit, string lights, grilling, eating al fresco, and just being together. We truly loved our stay and are already looking forward to coming back.
Guest favorite
Home in Newfield
4.97 out of 5 average rating, 30 reviews

Peaceful 4 bedroom lakehouse retreat

JessicaRating, 5 stars3 months ago
We had a fantastic time staying at Justin’s home!
Superhost
Home in Laconia
4.92 out of 5 average rating, 239 reviews

Waterfront with Game Room Pergola Firepit Downtown

AmberRating, 5 stars2 months ago
The bed was so comfy! We had so much fun with the game room. It was such a cool addition
Superhost
Home in Barnstead
4.89 out of 5 average rating, 121 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

AdamRating, 5 stars2 months ago
Great house, quiet and peaceful. Ivars was very responsive. Enjoyed our stay!
Superhost
Home in Wakefield
4.88 out of 5 average rating, 16 reviews

Lakefront Retreat! Dog Friendly!

KimberlyRating, 5 stars8 months ago
This lake house was beautiful and the view is stunning! Every room is well appointed and perfect for setting a lake vacation vibe. The house has everything you could need. The description and pics on Airbnb are thorough and completely accurate. Jenna was an awesome host - very responsive and helpful and flexible. We will definitely be back!
Top guest favorite
Home in Wakefield
5 out of 5 average rating, 8 reviews

The lake at your back door!

AdrianRating, 5 stars6 months ago
Irene was a great host! She reached out with very helpful information regarding the property and lake, which allowed us to prepare well for our stay. The house was clean, well-stocked, and exactly as pictured—perfect for a vacation getaway with friends!

Cottage rentals with a kayak

Superhost
Cottage in Conway
4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

TeraRating, 5 stars6 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.
Top guest favorite
Cottage in Alton
4.98 out of 5 average rating, 125 reviews

“Stay Awhile in the Lake's Region”

NetanyaRating, 5 stars1 month ago
I reached out to Bob about allowing one of my company crews to stay at his home, he allowed it which was awesome! The home was just as described, the crew were able to relax after working at a jobsite in the area and really enjoyed the home and the area. Bob was very responsive and easy to talk to. I will definitely be booking with Bob again when the crew needs to go back to the job site!
Top guest favorite
Cottage in Thornton
4.95 out of 5 average rating, 153 reviews

Cottage with antique charm view & river HSI Wi-Fi

AnnaRating, 5 stars1 month ago
Stephani was a great host! My friend group had a blast, the cabin was perfect and cozy especially after a day skiing at loon.
Guest favorite
Cottage in Laconia
4.94 out of 5 average rating, 110 reviews

Completely updated detached cottage/Paugus Bay!

ShaoyuRating, 5 stars6 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.
Guest favorite
Cottage in Conway
4.95 out of 5 average rating, 332 reviews

20ft from the Water with Mountain View!

HannahRating, 5 stars2 weeks ago
Such a beautiful and cozy stay! literally feet from the water. It was incredible to wake up to that view. A cozy cabin feel with modern amenities. such a great space! thank you for having us
Top guest favorite
Cottage in Gilmanton
4.96 out of 5 average rating, 112 reviews

Private Beach, Lake Front, Family Friendly Cottage

RichardRating, 5 stars6 months ago
Loved the place. Would definitely try to visit again!
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 475 reviews

Lakefront, Beach Private, Amazing Views, & pets!

JemarisRating, 5 stars1 week ago
My boyfriend and I had an outstanding time at Helens cozy spot. We spent all day kayaking and canoeing in the beautiful lake. We absolutely loved this home and will miss it dearly. We'll hopefully be back another time. The dishwasher amenity was a life saver! We also hiked up Mount Willard via Crawford's notch (much to my surprise my boyfriend proposed up there!) This will be a get away I will never forget. Definitely stay at this lovely lake house.
Guest favorite
Cottage in Wolfeboro
4.89 out of 5 average rating, 76 reviews

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸

SethRating, 5 stars7 months ago
We had a wonderful weekend at this cottage! The cottage was nice and fit the description exactly. It felt like home! The yard and amenities made it that much better! Kayaks, paddle boards, life jackets, floaties etc. you can’t beat the location when it comes to proximity to downtown Wolfeboro, just a short walk to so many restaurants and stores! Our host was quick with response and very helpful throughout the whole stay! I would highly recommend this place, our family had a very memorable weekend!

Cabin rentals with a kayak

Guest favorite
Cabin in Ashland
4.84 out of 5 average rating, 19 reviews

Deluxe cabin #1 at Ames Brook Campground

MelissaRating, 5 stars7 months ago
Great long weekend! The place was adorable and accurately described! Close to Polar Caves, downtown Plymouth, cute restaurants in area. would definitely recommend
Guest favorite
Cabin in Andover
4.95 out of 5 average rating, 113 reviews

Little House on the Lake in the Forest

AnthonyRating, 5 stars2 months ago
Im not someone of many words, but it was an unbelievably cozy and wonderful experience
Superhost
Cabin in Holderness
4.86 out of 5 average rating, 103 reviews

Beautiful private cabin on Big Squam Lake

CaseyRating, 5 stars6 months ago
Cabin was clean and cozy and had everything we needed. It was an easy drive to the nearest towns, but still far enough away to have privacy. Check in/check out was super easy and Catherine was friendly and easy to communicate with. We spent a day right in the lakes area (Squam and Winnipesaukee) and then drove up into the White Mountains for a day of hiking. We really enjoyed our stay and would definitely recommend Catherine's place.
Guest favorite
Cabin in Barnstead
4.95 out of 5 average rating, 221 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

JessicaRating, 5 stars2 weeks ago
We had an annual girls/sisters weekend at the Chalet and we will definitely be back! The chalet was exactly what we were looking for! The kitchen was stocked with everything we needed for cooking in! Unfortunately, the weather was cold and rainy when we stayed, but that didn’t stop us from using the hot tub overlooking the lake. The wood stove was on the whole time we were there which made it extra cozy. Ky and Anna were super responsive and allowed us to check in as soon as the cleaning crew was finished! 10/10 would recommend!!
Guest favorite
Cabin in Conway
4.95 out of 5 average rating, 152 reviews

The Conscious Cabin

MattRating, 5 stars1 week ago
We had a fantastic long weekend at The Conscious Cabin! The house is incredibly well taken care of, super clean, and exactly as advertised. Cassouki did a great job of leaving instructions exactly where you needed them! The cabin was so incredibly cozy and just a short drive to North Conway Shops and anything you would want to do. Already planning our next trip there!
Guest favorite
Cabin in Warren
4.92 out of 5 average rating, 109 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

LexiRating, 5 stars1 week ago
I can’t recommend this Airbnb enough! This place made us feel right at home. It was beautifully decorated, incredibly clean, equipped with everything we needed and even had some additional amenities (candles, clean blankets, grill accessories) that exceeded our expectations. The instructions for the home were clear, easy to follow, and the communication from Jerzy was proactive and kind. We truly settled in immediately. We were able to cook on the grill which was clean and easy to use, most neighbors had wood for sale that was purchased to build nightly fires, and the house itself was so comforting and peaceful. One of the best accommodations was being able to bring our pet who also felt right at home. We will 100% be back and can’t recommend it here enough! Thank you Jerzy!
Superhost
Cabin in Andover
4.85 out of 5 average rating, 60 reviews

Charming Lakeside Cabin + Dock and Boats!

KateRating, 5 stars7 months ago
the ice house was an adorable charming lake side cabin perfect to unplug and unwind. very rustic but also had everything we needed. the boats are a nice addition. while there are some houses nearby, the place felt private. absolutely loved the dock and shallow area perfect for dogs (or kids) to get more comfortable in the water. coco was also extremely helpful and easy to correspond with. even ran into her mom on site while on a walk! super nice family! we deff will come visit again
Guest favorite
Cabin in Madison
4.92 out of 5 average rating, 130 reviews

Bear Cabin

LilaRating, 5 stars1 month ago
Absolutely beautiful and peaceful stay. John and Cassie’s cabin was just as described and exactly what we were looking for. We drove up during a snow storm but the roads were plowed and well maintained. Very isolated and private but never felt unsafe or uncomfortable. Not too far from things to do but we were content enjoying the cozy relaxing home. John was quick to communicate with us if we needed anything and was very helpful.

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