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Holiday rentals with a kayak in McHenry County

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in McHenry County

House rentals with a kayak

Superhost
Home in Fox Lake
4.86 out of 5 average rating, 133 reviews

Lakefront Paradise

CailinRating, 5 stars1 week ago
We had a great weekend. Spacious and clean and we really enjoyed our time!
Guest favourite
Home in Lake Geneva
4.98 out of 5 average rating, 120 reviews

Walk 2 lake, HOT TUB, pool table, bikes & kayaks

CarrieRating, 5 stars2 weeks ago
Audrey was an amazing host & her house was cozy! The house itself had plenty of things to do inside & outside of it but was also in the center of many different places to visit. Furthest we drove to go somewhere was 15 minutes. Would 10/10 recommend Audrey as a host & her home as a place to stay!
Guest favourite
Home in Antioch
4.9 out of 5 average rating, 132 reviews

Lakefront, beautiful views, spacious and private.

Daryl And KimRating, 5 stars1 week ago
We had a great time celebrating our daughters graduation from college! It was nice to have a space large enough for our entire family together, to relax and enjoy the outdoor outdoors! George was a very responsive host and we thoroughly enjoyed the fire pit a couple of nights just sitting around and enjoying our time together!
Guest favourite
Home in Antioch
4.93 out of 5 average rating, 120 reviews

Entertain on The Chain! water sports and sauna.

XochiltRating, 5 stars1 month ago
me and my family had an amazing time felt super comfortable and cozy. pet friendly everything I needed was at hand and host was kind answered everything I needed instantly. Susan was clean and worth every penny.
Superhost
Home in Round Lake Beach
4.89 out of 5 average rating, 208 reviews

Corner Lakefront Property

MalloryRating, 5 stars2 weeks ago
This house is simply wonderful. It has the best beachy cottage summer vibes! The location is also great very private for being somewhat close to the city, and very close to Six Flags. We especially loved mornings on the deck and taking the kayaks out on the lake. Can't wait to stay again!
Guest favourite
Home in South Elgin
4.92 out of 5 average rating, 260 reviews

Riverfront rental

ShaneRating, 5 stars1 week ago
Lucy was a great host. She offered an early check in which helped and communicated with us which I appreciated. Would stay with her again. Thank you!!
Superhost
Home in Bristol
4.84 out of 5 average rating, 109 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

KristyRating, 5 stars5 days ago
Will was very responsive and his place was very relaxing and cozy. My family had a great time!
Superhost
Home in Lake Geneva
4.88 out of 5 average rating, 112 reviews

Our Sweet Retreat is waiting for you

RadhaRating, 5 stars6 days ago
We had a fantastic stay! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, and everything we needed was provided. The location near Lake Como and Lake Geneva was perfect—close to everything but still quiet and peaceful. Would definitely stay here again and highly recommend it to anyone visiting the area!

Cottage rentals with a kayak

Cottage in Delavan
4.73 out of 5 average rating, 44 reviews

Cozy Cottage-blocks from lake-garage arcade room

SofiaRating, 5 stars2 months ago
The house was perfect! Last minute some friends and I decided to do a quick getaway while on spring break and Toninas house was more than exceptional! The garage was so cool with all the games and sitting area, the house is easily walkable from the lake, and Tonina responded to me with great suggestions on where to eat and other activities to do for our specific age group (21-25) and some other family friendly suggestions. She is a great host and has a lot of knowledge of the area! We’re already talking about plans to book for the summer when the lake is open!
Cottage in Burlington
4.38 out of 5 average rating, 8 reviews

Great getaway in Lily Lake Near Country Thunder

SerhiiRating, 5 stars12 months ago
liked it
Guest favourite
Cottage in Twin Lakes
4.95 out of 5 average rating, 38 reviews

Twin Lakes Bungalow

CassieRating, 5 stars3 days ago
My husband and I were looking for a weekend escape from Chicago and we really lucked out with this space!! We have a large dog and wanted a home with a private fenced in yard and he absolutely loved it here. The yard was massive, and the house was quaint and private. Easy walking to restaurants, bars and the lake! Jess was a beyond amazing hostess, and was extremely responsive and friendly. She left us a bottle of wine which was a HUGE plus :) we spent a majority of our time in the backyard with our dog (it was a vacation for him), but we also went to a Sand Bar, George’s, Manny’s and the ice cream shop!! We loved it all and will be back!!
Guest favourite
Cottage in Antioch
4.86 out of 5 average rating, 232 reviews

#5 Tiny Lake Cottage at Cypress Resort & Marine

BridgetteRating, 5 stars2 months ago
The Cabin was super cute and just as described. Every time I reached out with a question or request, Amanda responded promptly and helpfully. Would definitely book again.
Guest favourite
Cottage in Elkhorn
5 out of 5 average rating, 12 reviews

The Lily Pad at Lake Wandawega

ZachRating, 5 stars10 months ago
This stay is amazing for quiet mornings with coffee on the deck. It’s right on the water with the ability to kayak and paddle board. The amenities are amazing and it’s the perfect place for a couples getaway weekend. Close distance for day trips to Lake Geneva or concerts at Alpine Valley!
Cottage in Elkhorn
4.77 out of 5 average rating, 150 reviews

Connie's Cottage on the Lake.

ValeriaRating, 5 stars1 month ago
Absolutely fantastic property and fantastic host. Very responsive, understanding, flexible, friendly! I booked the cottage to celebrate my mother's birthday and we had the absolute best time. In terms of amenities, the house had everything needed to cook our feasts ; plenty of cutlery, cups, glasses, pans, bowls , spices! Great dishwasher too. Although our trip fell on a windy few days we still had plenty to do to keep ourselves entertained from the karaoke microphones and games to flying kites with our kid, making s'mores at the fire pit and playing air hockey. Well worth the money and highly recommend to anyone that wants a peaceful getaway. Thank you Connie!
Cottage in Antioch

Key House at Petite Lake Resort, #4

HeatherRating, 5 stars24 months ago
Amanda sent great information and instructions prior to checking in and was helpful and communicative. Beautiful place, clean, comfortable. Used the fire pit, which was enjoyable. Lots to do outdoors.
Guest favourite
Cottage in Twin Lakes
4.94 out of 5 average rating, 16 reviews

Lakefront Cottage Spectacular Sunsets Boat Rental

CandaceRating, 5 stars1 week ago
Great location! Directly on the water. Great relaxing location. We had to cut our stay short there due to circumstances out of our control but the place is safe, friendly and exactly as described. Great for sun bathing. The rental has plenty of places to sleep. The beds were amazing, I was going to take a pic of mattress to buy for myself. The lake is beautiful, great to kayak, or float around. Because we had to abruptly leave I didn't get to clean and organize the place back to how it was. I don't blame the host if upset for those reasons. I will stay again. The local restaurants are not open during the weekdays for the most part. Lake Geneva is 20 minutes from the location for boutiques and restaurant. If you are looking to getaway and relax with a great lake view this is the place for you! The host was amazing as well!

Cabin rentals with a kayak

Top guest favourite
Cabin in Lake Geneva
5 out of 5 average rating, 65 reviews

Go Camp Como! Walk to Lake Geneva's Como Lake!

JackiRating, 5 stars1 week ago
Jeanne’s place was in a nice location about a 10 minute drive to everything in Lake Geneva. Very spacious. The house does sleep 12 but if your party isn’t comfortable sleeping in bunk beds, it might not be for you! it worked great for our group and Jeanne was very responsive when we had questions about the air conditioning! Overall, i would definitely stay again!
Superhost
Cabin in Antioch
5 out of 5 average rating, 3 reviews

Hunter Cabin on Petite Lake, Ol Pine Lodge Cabins

KellyRating, 5 stars10 months ago
Will definitely be recommending to any family or friends that want a waterfront getaway! Robyn and Tim were fantastic hosts and welcoming from the very second we stepped out of the car. The location of the property makes you feel secluded but also part of the lake life experience of the "Chain" all at the same time. Friends nearby had no trouble picking us up from the private pier for a boat ride, and Robyn also offered up use of the kayaks right away. The only thing I would change was how much time we were able to stay at the cabins and utilize the fire pit/beach/deck/etc. Need a stay in the future!
Cabin in Crystal Lake

The Fox Den / Midcentury A-frame

NicholasRating, 5 stars1 week ago
We had an amazing stay and highly recommend this property!
Superhost
Cabin in Spring Grove
4.88 out of 5 average rating, 16 reviews

Spacious 2BR Cabin@The Lake-Heim

YingRating, 5 stars3 weeks ago
The cabin was really clean and cozy and it’s location right beside the lake was perfect. Loved that they had kayaks and paddleboards, a private dock, and a firepit. The outdoor area felt private and peaceful. Easy check in and check out.
Superhost
Cabin in Spring Grove
4.86 out of 5 average rating, 49 reviews

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

RutheRating, 5 stars3 weeks ago
We were looking for a quiet place to retreat and this was exactly what we needed. The cabin was cute and comfy, the area felt safe and was super close to the water, and the view was amazing. We would totally recommend and love to come back and stay again! Everything we needed was right there!
Guest favourite
Cabin in Trevor
4.92 out of 5 average rating, 351 reviews

Living the Lakehouse Dream

MegRating, 5 stars3 weeks ago
Had a great time here with a group of friends. Loved having our dogs here with us, house was well-equipped for us to cook meals, enjoy the hot tub, paddle on the lake, play lots of volleyball, and relax indoors & outdoors.
Top guest favourite
Cabin in Antioch
5 out of 5 average rating, 10 reviews

ELK Cabin on Petite Lake, Ol Pine Lodge Cabins

CariRating, 5 stars10 months ago
Tim & Robin's place was wonderful! The cottage (#1) was exactly like the pictures and was very clean. Tim & Robin live on-site and we were greeted upon arrival. Through the weekend we had several passing conversations that were very pleasant. They had lots of solid recommendations and made sure we were comfortable. The property itself was simply dreamy! There was a nice beach area as well as an elevated deck overlooking the lake. We would definitely recommend renting here and plan on returning at some point in the future.
Guest favourite
Cabin in Burlington
4.93 out of 5 average rating, 29 reviews

Large Lake Cabin – EV Charger, Peloton, Ski Nearby

JennaRating, 5 stars1 month ago
We had an amazing stay at Marina’s Airbnb! We had 11 guests, and there was more than enough space for everyone to sleep, shower, eat, and relax comfortably. The home was beautiful, super cozy, and had everything we needed—including a great patio perfect for grilling and hanging out. Marina was an incredible host and answered all of my questions quickly and kindly. We loved our stay and would absolutely come back!

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