
Holiday rentals with a kayak in Tolland County
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Top-rated Accommodation with a Kayak in Tolland County
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Holiday House Rentals with a Kayak

Beautiful lake-front, 4 bedrooms, 2.5 bathrooms
Our stay at Vanessa's house was tranquil and picturesque. The washing machine broke down a few days before our arrival, but Vanessa remained on top of it, and made sure it was in working order before we checked in, which we appreciated tremendously. We couldn't beat the view of the water and only wish it had been a bit warmer so that we could have appreciated the gorgeous back porch area. Thank you, Vanessa!

Luxe Bolton Lake
We absolutely loved our stay at the Luxe Lake House! Honestly, we could go on and on. Jason provided us with clear and friendly communication as soon as our booking was confirmed and throughout our stay. The lake house is only minutes from the highway but the serenity of the lake would tell you otherwise! The house is perfectly appointed- we didn’t wish for anything while there. The house itself is beautiful and clean with thoughtful and bespoke touches throughout. The bedroom layout is great with two good size rooms upstairs and one downstairs. Even though it was a little chilly on our visit, we did venture out in a kayak and the scenery was beautiful! We came with our three young kids and they are already planning a return visit. Highly recommend!

Spooky Lake Retreat | Halloween-Themed Getaway
Had a relaxing weekend in George's home. Quiet area, lake was beautiful, near some good hiking areas and good local restaurants. Great to have the dog with us as well which is a big plus for us.

Classic Lake House~4 Steps to water_FirePit_kayaks
Marian’s property was extremely well-appointed, comfortable, peaceful, and exactly what I was looking for in a winter getaway . The space kept us entertained and allowed us to create great holiday memories. The kitchen, bathroom, and every space in this home was absolutely spotless. The home was well-appointed with high-quality cooking utensils, pots, and pans. There were plenty of towels, bathroom essentials, and the toys for the kids were an absolute plus. Finally, the view and the tranquility associated with the lake was great. Fire pit outside and fireplace inside allowed for the family to congregate comfortably and create wonderful memories. We can’t wait to stay here again!

Tranquil Forest Haven
The yard was huge and private. The home was clean and a great gathering place for cooking, visiting, and game playing. Emma, our host, was friendly and had a very quick response time with all communications.

Beautiful Remodeled Lake House on Lake Terramuggus
Geaninna’s home was beautiful. My partner and I enjoyed our stay. The view to the lake while it was snowing was such a beauty, it was a peaceful stay. We look forward to booking again in the future. Geaninna was a great host, friendly and responded quickly.

East Hampton Lake Lodge
This area is where I grew up, and I love East Hampton. I return 2-3x a year, and this was the best visit we’ve had come by home in a long time. It was worth the price, even though it was off season and we spent a lot of time visiting family over the holiday. Beautifully and thoughtfully appointed, it was better than we expected! A lot of work went into this place and it really shows. Parking was sparse but we worked everything out. (Our travel plans required us to pull a car trailer at the last minute.) Our hosts were very accommodating with our dog, which is very much appreciated. Wonderful experience. We’d love to return!

Perfect Spot for a Getaway, Spacious 2 BR
Virginia's place was a great environment for a weekend getaway! It was very peaceful and quiet, but also quickly accessible to the surrounding town. She was very responsive and thoroughly detailed on check-in and check-out.
Cottages with a kayak

Beachfront Cottage Serene Private Beach, Kayaks
We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.

Waterfront cottage overhanging the water!
The place was amazing. I absolutely plan on bringing my family again, hopefully this year. The host was excellent. He was there when we arrived, gave us a quick tour and some easy instructions on how to use items. We loved the lake, and the house came with everything we needed to enjoy our time

Mystic, CT Pet-Friendly Cottage with Hiking Trails
The cottage was beautiful and the hospitality was just perfect. Will stay again and highly recommend. Our dogs loved the fenced in yard and trails.

The Cottage at Indian Cove
My adult daughters and I thoroughly enjoyed our stay in this peaceful cottage! The cottage was cozy, comfortable, and just the right size for the three of us. The house and kitchen had all the essentials and we enjoyed the treats and complimentary food that Gail provided. We relaxed and strolled down to Indian Cove and Barbra Pine Memorial beaches. Overall, we had a fantastic stay and highly recommend!

Direct Waterfront Cottage on Moodus Reservoir.
Stephanie was fantastic at communication prior to our trip. Home was perfect for our stay.

Beautiful lakefront retreat just 15 mins to casino
We had to come to the area for a family funeral, so this was a last minute booking, and Nicole was just the best. She got us in quickly, with less than 24 hours' notice. The house is absolutely beautiful, and overlooks the equally beautiful Oxoboxo Lake. Would recommend this house to anyone needing to stay in the area. Thank you Nicole!

Lakefront Cottage Complete with Kayaks!
Place was very well cared for, kitchen and bathrooms were spotless and had everything needed. The views of the lake are GORGEOUS. Felt like home, we had a great time even with the bad weather.

Cozy Cottage on Cedar Lake- "Cottage Cheeze"
The cottage is a beautiful retreat on Cedar Lake, perfect for a little getaway! The place itself is cozy but with plenty of space for what we needed, and a gorgeous deck right on the water. Couldn’t get enough of the outdoor space! Quiet neighborhood and incredibly close to the restaurants and shops of Sturbridge. Amazing stay!
Cabin rentals with a kayak

Casa Lago
Marilyn was wonderful! The home was so cozy and we enjoyed it. She was very kind, gave great recommendations and always answered promptly. There are beautiful trails to walk and a fire pit!! One of my favorite places I have stayed. I highly recommend if you want a peaceful and cozy stay.

Lakeside Landing
Great lakeside retreat! Perfect for our small family!

The Camp
I really liked all the outdoor activities my daughter and I did! Karen let us borrow the games inside the cabinet and they were pretty interesting. There's a lot of beds, and they are all comfortable. I really like the view when we were sleeping on one of the bed because you can see the lake when the sun sets or rises. It's really beautiful and I really liked spending time on the canoe and having this vacation! My family and I loved coming here and hope that we can come again. On top of everything Karin is one of kind host! Giordana

Private Island on Webster Lake
Booked this place as an end-of-summer get away with friends and family and couldn't have been happier with the place, the location, and the experience. We were nervous about operating the pontoon but a few YouTube videos helped and we figured it out quickly. Our 12 & 13 year old kids were also able to operate it and had so much fun taking us around the lake. We cooked at the house and also tried some local restaurants. Everyone on the lake was helpful and friendly and spoke highly of Giancarlo and Jill. What a great place to relax, play games, bird watch, paddle board, fish, and pontoon. Would definitely love to visit again.

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
My family and I had a great time staying here! We loved the proximity to the lake which allowed us to kayak and paddle board often and the coziness of the house. The vinyl record player was a really fun addition to the experience as it allowed us to listen to new music and not use our phones! Would definitely recommend!

Vinola-Lakeside Cabin on Beach Pond with Sauna
We had an amazing stay at this cabin. Tucked away in the woods right on the lake, it was incredibly peaceful and the perfect place to relax. The cabin itself was adorable, clean, cozy, and had everything we needed. We only spoke to the host (Angela) briefly, but she was so kind and welcoming, and let us know she was available if we needed anything. It truly felt like a hidden gem, and we can’t wait to come back!

Lakefront Westhampton Cabin w/ Beach + Kayaks!
This house on N Shore Rd in Westhampton is a beautiful refuge in the woods of fairly new post and beam construction - at least that's what I think it's called. The house sits on a small lake/large pond and has a small private sand beach, and on offer were a kayak, rowboat, paddleboat and more. Unfortunately the water level was quite low while we were there due to some ongoing work on the dam - the lake is manmade - but we were warned of that in advance and so have nothing to complain about. We stayed for a week and had a wonderful time. A couple of things to note though - it's really dark at night so be prepared to use your phone flashlight to navigate your way from your car to the house. Also, I was surprised to see curtains on only two or three of the windows, so sleeping-in past sunrise is a little difficult if that's your thing. And lastly, the locks on the back doors were not working while we were there, but it didn't bother us enough to let the hosts know. Overall, very nice!

Spring is here at the Cabin! Come check it out.
While I have stayed at AirBNB’s before, I never rented one myself so I was nervous. But as it turns out, my experience couldn’t have been any better. Communicating with Tim was easy and he was responsive. The cabin itself looked amazing online and was even better in person. From the cleanliness, to the peacefulness, to all the small touches Tim put into our stay, it couldn’t have been any better. He even has the cutest dog. I could go on and on about how wonderful it was but I think you just have to experience it to understand. One last thing - try the bakery he recommends. Trust me.
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- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Six Flags New England
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Blue Shutters Beach
- Clinton Town Beach
- Roger Williams Park Zoo
- Shennecossett Beach
- Attawan Beach
- Bushnell Park
- Grove Beach
- Waterford Beach Park
- Groton Long Point Main Beach
- Groton Long Point South Beach
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Silver Sands Beach
- Garvan Point Beach
- Barbara Pine Memorial Beach
- Clinton Beach
- Orient Beach State Park