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Vacation 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

House rentals with a kayak

Superhost
Home in Sturbridge
4.86 out of 5 average rating, 57 reviews

Chic & Modern Studio Lakefront House with Loft

JarrodRating, 5 stars2 days ago
Diane’s lake house was awesome. Peaceful and cute, right on the lake. The screened in porch is great at night and anything you need is within a 5-10 minute drive. Highly recommend this place.
Guest favorite
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 favorite
Home in Woodstock
4.92 out of 5 average rating, 39 reviews

Country Lake Oasis

AnitaRating, 5 stars1 month ago
Memorial Day weekend was cloudy, cool and windy, so my husband, elderly mother and I were especially pleased to have a nicely appointed and welcoming home base for hanging out. From a large screen TV down to the smallest of decorative details, Nicole has thought of everything to make for a relaxing stay. Having rented other places, I particularly appreciated spotless cookware, new bath towels, comfortable beds, and to top it all off an espresso machine! My tea drinking husband kept the electric tea kettle warm all morning. All this and a very nice, peaceful water view with great bird watching. We look forward to returning.
Guest favorite
Home in Montville
4.91 out of 5 average rating, 132 reviews

Thames River Cottage · Near Casinos + USCGA

MikeRating, 5 stars2 days ago
Nice little getaway, very clean and comfortable. It is located behind a main home so not completely private but we had no issues, would stay again!
Guest favorite
Home in North Stonington
4.96 out of 5 average rating, 122 reviews

The Perch

DeniceRating, 5 stars8 months ago
I have stayed at lots of places in the last few years . . . and this place ranks right at the top. It is beyond beautiful. The water views from the living room and both bedrooms made it hard to leave and come home. It's actually even more amazing than the pictures. Don't think twice! Book this place now!
Superhost
Home in New Hartford
4.79 out of 5 average rating, 42 reviews

Mountaintop Nirvana: Lake, Pool, Hot Tub, Nature

ColleenRating, 5 stars3 weeks ago
We had an amazing stay! David was quick to respond with any questions I had and even came out to hook up the propane tank for the heated pool. I saw in previous reviews about the tricky driveway but David’s description of it is perfectly accurate and not any trouble, just a little steep but nothing super tricky to deal with! The house has a beautiful setup and view, very clean and so much space. Even though it was cold and rainy we had the most fun and peaceful stay at this home. The bride of the bachelorette group said she wants to book with David on her own just for another stay/get-a-way! Highly recommend this beautiful space!
Top guest favorite
Home in Sturbridge
5 out of 5 average rating, 34 reviews

Lake House in Sturbridge w/All the Views!

AmeliaRating, 5 stars1 month ago
We had a great stay at the lake house! It is in a great location--only 3-4 minutes from good restaurants. It's definitely set up well for families and my kids loved playing outside on the volleyball court. It has beautiful views from many rooms in the house because it is on a promontory on the lake. I highly recommend this place!
Guest favorite
Home in Exeter
4.97 out of 5 average rating, 126 reviews

Come relax at Lakeside Landing

RickRating, 5 stars2 weeks ago
Everything about Tonya’s place was as advertised! The home was cozy, clean and in a beautiful setting. The kitchen was completely stocked with every pot, pan and knife you could possibly need. The lake was beautiful and the people we saw while utilizing the available kayaks were very friendly. We loved the decor or every room and would completely stay there again!!

Cottage rentals with a kayak

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

Waterfront cottage overhanging the water!

JenRating, 5 stars4 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 favorite
Cottage in Guilford
4.99 out of 5 average rating, 103 reviews

Waterfront Joshua Cove Cottage with private beach.

KitRating, 5 stars1 week 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 favorite
Cottage in Guilford
4.94 out of 5 average rating, 271 reviews

The Cottage at Indian Cove

TaraRating, 5 stars5 days ago
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 favorite
Cottage in East Haddam
4.9 out of 5 average rating, 131 reviews

Direct Waterfront Cottage on Moodus Reservoir.

WendyRating, 5 stars1 month 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 favorite
Cottage in Montville
4.95 out of 5 average rating, 106 reviews

Beautiful lakefront retreat just 15 mins to casino

NicoleRating, 5 stars1 month 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 favorite
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.
Top guest favorite
Cottage in Southwick
4.98 out of 5 average rating, 110 reviews

Lake View, Hot Tub, 4 Kayaks, Central AC, Fire Pit

LeahRating, 5 stars3 weeks ago
We did a last minute weekend with our 5 and 2 year olds and Catherine’s place was perfect. The bedrooms being upstairs away from the living area meant it was nice and quiet for the kids, they had life jackets in all sizes, and we visited a fun children’s museum 15 mins away. We had a few questions during our stay and Catherine was always quick to respond and super helpful.
Top guest favorite
Cottage in Colchester
4.97 out of 5 average rating, 176 reviews

Lakefront peaceful getaway cottage

AudraRating, 5 stars1 week ago
We loved staying at this lakehouse! Our kids loved the bunk beds and we had everything we needed to make full breakfasts and dinners. The kitchen and bathrooms were fully stocked and clean. The neighborhood is very peaceful and if you need anything, Westchester Market is only 5 minutes away. If you visit the market and run into Kurly (you'll know him when you see him), you'll get lots of local recommendations and an entertaining conversation. Doreen is a wonderful host and gave us lots of recommendations for local restaurants, all of which were great. We stayed here for a week and highly recommend this cottage.

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 stars1 month ago
A wonderful cozy little place to stay! We will definitely look you up again when we are back in the area!
Guest favorite
Cabin in North Stonington
4.93 out of 5 average rating, 43 reviews

Lakeside Landing

KatherineRating, 5 stars3 days ago
We had the most peaceful, relaxing weekend at lakeside landing! The house itself is a 10 out of 10, absolutely adorable and had everything we could possibly need. The bed was sooo comfy and the views are just amazing! We enjoyed paddling around the lake during the day and the fire pit and hot tub at night! We didn’t leave the house once!! Highly recommend:)
Guest favorite
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 favorite
Cabin in Webster
4.91 out of 5 average rating, 170 reviews

The Camp

KristinaRating, 5 stars1 week ago
This cottage was perfect for our family of 4 that simply needed a place to sleep and have peaceful mornings. We loved how quaint it was (although we got very lucky that the weather was mild otherwise sleeping may have been uncomfortable without AC). The bed in the sunroom was very comfortable and had a pleasing view of the lake that was delightful to wake up to. Karin was a very accommodating host and we appreciated her sharing her family’s treasured cottage with us! (The booklet she left on the counter - with her handwritten notes - gave us great restaurant recommendations!)
Guest favorite
Cabin in Bethlehem
4.9 out of 5 average rating, 31 reviews

Swim, fish, kayak & RELAX!

GeraldRating, 5 stars1 month ago
We stayed for a graduation near by, it was perfect for we were looking for. I wish the weather would have been a bit warmer to enjoy the water.
Top guest favorite
Cabin in Bethlehem
4.95 out of 5 average rating, 84 reviews

Cabin by the lake I Private Beach I Paddle Board

MeaghanRating, 5 starstoday
Very sweet cabin and lake area for a getaway. The cabin is nicely updated but still a rustic decor. Plenty of kitchen tools, coffee set-up, toiletries etc that are super useful. There is a private lake swim area that is a quick walk (4 minutes) from the house and a bigger town beach and also Bantam Lake a quick drive away. Nice dining (from casual to formal) and lots of ice cream options in the area. Our weekend was very hot so we only used the deck in the mornings for coffee but it was a lovely start to the day.
Guest favorite
Cabin in Colebrook
4.94 out of 5 average rating, 95 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars3 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!

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