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Holiday rentals with a kayak in Tolland County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Tolland County kayak rentals

Holiday House Rentals with a Kayak

Top Guest favourite
Home in Rocky Hill
4.96 out of 5 average rating, 28 reviews

Cozy Waterfront Home, With Hot Tub~Rocky Hill, CT

BrentRating, 5 stars3 days ago
I highly recommend staying at the Riverside Blues House. It is in a charming location and a really well thought out property to stay. Liza really put a lot of thought into making the home not only comfortable but also very welcoming. From the moment I walked in the door you can feel the love in every room. The house is extremely clean with plenty of extras that made my stay very enjoyable. Thank you Liza!
Guest favourite
Home in Woodstock
4.85 out of 5 average rating, 116 reviews

Secluded 2 Acre Lake Front Home!

PeterRating, 5 stars1 week ago
Beautiful place. We caught fish off the dock. Loved sitting in the kitchen,catching up with friends.
Guest favourite
Home in Woodstock
4.96 out of 5 average rating, 46 reviews

Mid-Century Modern Lakefront Cabin

JacquieRating, 5 stars2 weeks ago
If you’re looking for a serene and restful place to come “home” to after a day out and about…this is the place to stay! The central location allowed us to easily check out Boston, Newport and several Connecticut spots...including a winery & brewery only 10 min away! We also enjoyed down days simply relaxing at Erin’s place….by the fire, lounging by the water or taking a paddle around the lake. And anything you could think of they had…sweatshirts and blankets for outside by the fire, games, fully stocked kitchen for making meals in, steam shower, office space, and more. Our family of four (with adult children) had plenty of space to spread out and have time for ourselves, too. I also really like the mid-century modern decor…very nice touch :) Erin and Jaiden were great hosts. They were very responsive and provided detailed instructions and ongoing communications to ensure our stay was going well. Thanks again!
Guest favourite
Home in Becket
4.94 out of 5 average rating, 150 reviews

Lake front retreat - Stylish Berkshire home

ShaiRating, 5 stars2 weeks ago
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!
Superhost
Home in Woodstock
4.86 out of 5 average rating, 29 reviews

3-bedroom cottage in serene Lake Bunggee area

AmandaRating, 5 stars1 day ago
Michael was fantastic with communicating with us, letting us know his expectations of us and giving us recommendations. We would highly suggest Michael and his home to anyone
Top Guest favourite
Home in Preston
5 out of 5 average rating, 52 reviews

New Lake House w/Game Room&Views

YotamRating, 5 stars2 weeks ago
Our stay here was amazing! So much attention to detail was put into every aspect of this home. It was spotless and very well maintained. We enjoyed being able to use the kayaks, paddleboards, and canoe. We never felt like something was missing and never had a hard time finding what we needed. It is such a quiet and peaceful area and we spent a lot of time just sitting by the water relaxing. We loved being able to have a fire right by the water as well. The downstairs game room/theatre was a blast as well. Overall I would 100% book a stay here in the future and highly recommend it.
Guest favourite
Home in East Hampton
4.89 out of 5 average rating, 27 reviews

Lakeside Paradise with Breathtaking Sunsets

KariRating, 5 stars2 weeks ago
Joshua’s place was beautiful, literally right on the lake. Unfortunately, we got rained out as we were looking forward to kayaking out to the 2 islands. We had plenty of space to lounge, read, and watch TV. Joshua responded quickly whe we had a question. It was a wonderful weekend!
Top Guest favourite
Home in East Hampton
4.99 out of 5 average rating, 72 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

KylieRating, 5 stars1 week ago
We had a wonderful stay at this gorgeous lakehouse! Honestly, the pictures don't do the place justice. The lake was lovely, and the house was well-equipped and spotlessly clean. The furnishings and decorations were far nicer than you often find in an airbnb; it felt like a true home. Everything we could have possibly needed to enjoy the lake was provided, from canoes and kayaks to inner tubes, and the kitchen was well-equipped with all manner of cooking utensils and basic spices/condiments. Linda and Dick were great--very communicative and easy to get ahold of, but left us to our privacy otherwise. Would absolutely go back again!

Cottages with a kayak

Superhost
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars3 weeks ago
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!
Top Guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 103 reviews

Waterfront Joshua Cove Cottage with private beach.

KitRating, 5 stars5 days ago
A truly lovely spot! Quiet, relaxing and comfortable. We enjoyed the view of the water, reading on the patio in the lounge chairs and sitting on the bench overlooking the beach. We would love to come back again.
Top Guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 270 reviews

The Cottage at Indian Cove

TaraRating, 5 starstoday
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.
Guest favourite
Cottage in East Haddam
4.9 out of 5 average rating, 131 reviews

Direct Waterfront Cottage on Moodus Reservoir.

WendyRating, 5 stars3 weeks ago
Nice little spot with boats on the pond. Went there for my son’s Wesleyan graduation and could take family out on the kayaks.
Guest favourite
Cottage in Lebanon
4.87 out of 5 average rating, 150 reviews

Go Jump in the Lake!

KirstenRating, 5 stars1 month ago
Easy to find and access. Clean and neat. Looked just like the pictures! It was what I looking for when booking! Yeah!! Host responsive and friendly.
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars5 days ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Guest favourite
Cottage in Montville
4.95 out of 5 average rating, 106 reviews

Beautiful lakefront retreat just 15 mins to casino

NicoleRating, 5 stars4 weeks ago
Fantastic! The cottage is cozy and clean, had everything we needed and the views are gorgeous! We loved our stay and highly recommend this beautiful cottage!
Guest favourite
Cottage in Sturbridge
4.91 out of 5 average rating, 153 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

DougRating, 5 stars1 week ago
Mary Elle's cottage was the perfect mid week getaway. We found it clean and very cozy. Spent hours on the spacious deck enjoying the views on Cedar Lake. Paved driveway provided off road parking and easy access for unpacking and reloading our luggage. Already thinking about a return visit.

Cabin rentals with a kayak

Superhost
Cabin in Otis
4.81 out of 5 average rating, 21 reviews

Simple, rustic, cozy get away

ChrisRating, 5 stars9 months ago
It was a perfect price. With the ABNB it was double+. I would rather pay John more for the one night personally, than what I did. And have done twice. I have always left the place the same or better than I found it. I understand the cleaning fee, but kills single fathers like me for a 1 night trip. That being said. Walker cabin is great! Kayaks, all safety gear, fully outfitted down to toothpicks, brushes, floss, ect. You think you forgot it. It’s there. Baby monitors!
Superhost
Cabin in Lebanon
4.89 out of 5 average rating, 18 reviews

Casa Lago

JasonRating, 5 stars3 weeks ago
A wonderful cozy little place to stay! We will definitely look you up again when we are back in the area!
Guest favourite
Cabin in North Stonington
4.93 out of 5 average rating, 42 reviews

Lakeside Landing

TabithaRating, 5 stars5 days ago
We stayed at Lakeside Landing with our 1 year old to enjoy Father’s Day weekend in the Mystic area. This place was perfect to enjoy a fire by the lake, watch the deer and other wildlife, and spend a few cozy evenings snuggled up in the living room. Everything was perfect!
Guest favourite
Cabin in Foster
4.95 out of 5 average rating, 40 reviews

Secluded Lake House

JulieRating, 5 stars1 month ago
Had a great time in this peaceful wonderful setting. Saw and heard maybe 40 bird species. (Using Merlin app). Frogs and turtles too!everything we needed! Beds are very comfortable!
Guest favourite
Cabin in Webster
4.91 out of 5 average rating, 168 reviews

The Camp

TorRating, 5 stars3 weeks ago
We truly enjoyed our stay at Karin’s place. She is a gracious host. There were great cottage offers beautiful lake experiences, including beautiful sunsets. She has a great waterfront and an expansive yard. It’s located on the Massachusetts, Connecticut and Rhode Island border with easy access to 3 states.
Top Guest favourite
Cabin in Bethlehem
4.95 out of 5 average rating, 82 reviews

Cabin by the lake I Private Beach I Paddle Board

AmyRating, 5 stars4 days ago
We loved our stay at Mariana’s cozy and comfortable cabin by the lake. The surroundings are beautiful, and the cabin is tastefully decorated and equipped with everything guests might need. Mariana was quick to respond to our questions, and made us feel very welcomed. The only disappointment was that it rained during our whole stay and we couldn’t enjoy the adorable deck off the side of the house - next time! We’re definitely happy we stayed here!
Guest favourite
Cabin in Colebrook
4.94 out of 5 average rating, 95 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars2 weeks ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Top Guest favourite
Cabin in East Haddam
5 out of 5 average rating, 18 reviews

Lakeshore Cabin with boat dock

IrenaRating, 5 stars1 month ago
We spent a long weekend at Dennis’ place and it was nothing short of amazing. Our aim was to relax and enjoy the lake, and we did just that. The house was exactly as described, matched and exceeded our expectations; furnished and the kitchen had everything we needed and more. If we’re back in CT, we won’t hesitate to book the house again! Thanks for being wonderful hosts!

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