
Vacation rentals with a kayak in Hampden County
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Top-rated accommodations with a kayak in Hampden County
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House rentals with a kayak

Moonstone Lake House – romance and serenity
A wonderful stay — Moonstone is charming and full of soul, with a deck right up on the lake’s edge. Beautiful scenery and a quick drive to many places. Woods nearby to walk in and provided kayaks make this spot great for nature lovers. Mighty was communicative and responsive, the cottage was filled with handwritten notes giving us any info we needed. Lots of personal touches and plants made it cozy. Good amenities and a little bigger than I thought from the pictures!

Hillside Hideaway
Fantastic place for a wedding weekend, great neighborhood and plenty in the area. The house was beautiful and had every amenity we needed. The living room was so great to hang out in, all the beds were comfy, and the bathrooms were so nice and clean! Would absolutely stay there again.

Spacious Lake Front Home
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.

Private Lakehouse in the heart of the Berkshires
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!

Lakefront Retreat at Porcupine Place
Obsessed! if a house could be a soul mate I met mine! I don't say that lightly, I am everything real estate, holding, buying, selling, air bnbs, construction, sales and staging.......and this house could not have been any better. Cherishing the old, while putting new where needed. Let's you feel like you are at the lake without one thing on the to do list. Trees and water, seclusion without being alone. Everything in a logical, well thought out position. The experience from tennis to childlike wondering in the woods, with the most accommodating host that didn't overly reach out. I will be back for all of my peaceful getaways with my daughter. So very grateful for what this host offered us.

Relaxing Home nestled in Rural Hilltown
We had a wonderful stay at Nilsa’s place. The house was very peaceful, quiet, and extremely comfortable—perfect for a relaxing weekend for us away from the daily city huddle . Nilsa was an excellent host: very responsive, warm, and made us feel completely at home. The kitchen had all the required utensils as well as basic need items like oil, salt and pepper , sauce, etc, which she allowed us to freely use. We had a small teething issue with one of the rooms being locked, but Nilsa arrived within 10 minutes to resolve it personally. Her promptness and friendliness really stood out. The only thing to keep in mind is that the nearest large grocery store like a walmart and the likes, is about 20 miles away, as the town itself is quite small. That said, there are smaller local stores just 5 miles from the house that cover the basics. Get your groceries and stuff on the way to the place from a large town, so that you don’t have to go back again, and everything else is perfect. 5 star’s

Spacious Home w/ Hot Tub in Private Lake Community
The place was incredibly beautiful. The photos did not do it justice. It is in the middle of nowhere. Tina was very detailed in her instruction and one of them was that you must bring groceries because the closest grocery store is 30 minutes away. If you decide to book this place, read her detailed instructions. They are very helpful. The home offered a full kitchen which made it so easy for us to prepared our family's meals without struggling. The hot tub was such a treat. The basement had lots of games, a couch to launch and another TV. Perfect if you come with children. We were seven adults and we did not feel that we where on top of each other. The high ceiling truly made one of our boys (the giant) feel at home. Even the basement had a high ceiling. Pretty cool. Tina was incredibly nice and flexible. Check in is at 4 pm and we arrived earlier. We decided to contact her to see if it would be okay to check in earlier and she accommodated us. Thank you soooo much.

Lakefront Cottage on Private Beach
Daphne is a thoughtful and wonderful host. The property was clean, comfortable and very well appointed with everything I would need, especially in the kitchen. I highly recommend this 5-star property. It is quiet, peaceful and full of nature everywhere the eye can see.
Cottage rentals with a kayak

The Congamond Cottages: Private Lakefront Cottage
What a peaceful home away from home! Living the "lake life" for a week was relaxing, beautiful, and fun to explore the lake on foot or the water! It was perfect for what we were looking for!

The Maybrook: Lake & Sauna
We loved our spring break at Kyle’s place. It is beautiful and in a great location. My kids had a hard time leaving this morning. They are already planning our next vacation there.

Cozy Cottage on the Lake
The cottage was easy to check into, clean, and very cozy. It was decorated for the holidays which was perfect for our weekend. We enjoyed the fireplace and the games in the cabin as well! I would consider coming back in the summer to enjoy the outdoor area and lake. Ann-Marie and Carl provided really helpful instructions on how to get to the house.

Cozy Lakefront Cottage
Lovely rustic cottage on a picture perfect lake. Dawn was a wonderful host and made sure we had everything we needed to enjoy our stay. Will stay again!

Berkshire lakefront cabin with modern luxuries
Matt’s place was perfect for our girls weekend! The location is fantastic - super quiet, scenic and his house is well stocked with all the essentials so you have everything you need. He was super responsive and flexible and we had a wonderful time.

Blissfully Peaceful Cottage nestled on a lake
What an amazing stay! The place had great games and the porch was such a treat. The view from the fire pit was so relaxing and we enjoyed toasting smores while overlooking the lake. We ended up taking the folding chairs and playing catch by the lake, which was only a short walk away. Robert was responsive when we asked where to get firewood. We also enjoyed the Sturbridge coffee house and Maine Lobster (we liked it so much, we went twice)! We ended up going to the farmers market and flea market, which were great finds. Overall, a great stay with the kitchen utensils, bathroom necessities that you’d need. Close by the lake and a great neighborhood!

Hamilton Cottage | Cozy Lakefront A-Frame
Cabin rentals with a kayak

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!

Enjoy 43 Acres on Two Ponds!
We came to Otis with our 3 young children with the plan for them to learn to ski at the nearby ski school/mountain. We had a wonderful time and John and Loren’s house was perfect for us. They are lovely, accessible and accommodating hosts! We had the good luck of a snowy weekend and the cabin and property were just gorgeous. The cabin is simple, but very comfortable and we enjoyed how cozy it felt. Our kids slept well and and had so much fun, so did we!

Tolland Cabin w/ Private Hot Tub & Grill!
Definitely an amazing place, beautiful! But secluded make sure to stock up on groceries and essentials before arriving nearest market is about 16 minutes away. Overall great stay!

Berkshires Lakefront Boho Modern Retreat
What a beautiful home in a gorgeous setting. We unfortunately got caught in a winter storm during our stay. Christina went above and beyond to make sure we were taken care of during the inclement weather. We will definitely stay here again!

Wildlife Retreat in the Forest
We had a lovely stay in Richard's cabin. The house is very spacious, and perfect to spend times with friends and family. Richard was very responsive and welcoming. I highly recommend!
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- Jiminy Peak Mountain Resort
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