
Vacation rentals with a kayak in Monterey
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Top-rated kayak rentals in Monterey
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House rentals with a kayak

Little Longbow Lakefront Chalet
We went in February. Even with snow no problem to drive to the house. It is perfectly located. Remote but still close enough to everything. It is close to nice hikes. We would love to come back in the Summer or so as it has its own lake access. Kitchen is perfectly equipped if you like to cook. I always like if you have a separate dinning table - to eat, work, talk. All very clean with personal touches. We can just recommend the place highly. And Jaclyn was a great host - she gave us some flexibility with checkout but also was vey responsive. Thanks a lot!

Cute and Cozy Lake Cottage
Felt right at home at this cozy cottage! Pleased with the amenities, comfortable beds and great space to hang out in! Would definitely return!

Family Fun at Hygge House on Richmond Pond
The Hygge House was a lovely spot to spend my birthday weekend with my family and friends. We took advantage of so many close-by activities. But the highlights were at the house itself - paddling the canoe and kayak through the water, outdoor dinner, and s’mores at the fire pit. Jessica was also so easy to communicate with and super accommodating during a personal emergency we experienced. We loved our stay and would love to come back again soon.

Charming Home on Esopus Creek
We had an amazing stay at Patricia's place! The place was exactly as described— beautifully decorated, and equipped with everything we needed for a comfortable stay. The location was perfect, and so peaceful. Patricia was incredibly welcoming and responsive, going above and beyond to ensure we had a great experience. The space itself was cozy and inviting, with a stunning view from the balcony, and super comfy beds. We all felt right at home and truly appreciated the attention to detail throughout. I couldn’t have asked for a better stay and would absolutely recommend this place to anyone visiting Saugerties. Thank you, Patricia.

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.

Artsy lake house on an island
What we needed was really just a "heads in the bed" type situation as we had plans that were to keep us away from the house most of the day but really the place was very homey and lovely to come back to. Everything was just as described. The hosts were flexible and offered early check-in/late check-out unprompted which was nice to have some time to relax the day we checked out. Overall it was a great stay!

Elegant Year-Round Lakeside Retreat with AC
For our fourth stay at Katie and Greg's, we were just as satisfied as the first x3 trips! And we're already planning our 5th! Truly a gem of a home and wonderful hosts. Highly recommend!
Cottage rentals with a kayak

Lake Front Cottage with Sun Soaked Terraces
It's hard to beat a place like this if you are looking for a peaceful, quiet, and comfortable stay. The lakefront backyard with kayaks, fireplace, heated porch with swing, and amenities to meet any basic need, made this a wonderful base for our group of four adults, a child, and furry friend to explore the area. It's a beautiful country/lake side escape a short drive from a number of villages and towns providing great eats, good shopping, and sightseeing. Highly recommend.

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.

Huge Lakefront, Cozy Private Cottage in Upstate NY
I can’t say enough positive things about Daniel’s place. The setting was beautiful and serene; It was so quiet and peaceful we almost felt like it was our own private lake! The house was lovely and so tastefully and uniquely decorated. All the windows gave a constant view of the lake. There are many quaint towns to explore within a 30 minute drive, but you may want to spend most of your time enjoying the lake and kayak. We hope to return in the summer.

Cozy Cottage in the Berkshires
Staying at Sonya’s house was an amazing experience! The house is very clean, updated, quiet and had everything we needed! I highly recommend staying at the cottage on the lake. The porch was an extra spot that the sun shined all day! It truly was a beautiful weekend!

Lake Escape: Lakefront Cottage in the Berkshires
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.

Hudson Lake Resort: MV Buren Cottage III
Amazing place. Great for shorter or longer stays. Hosts are very accommodating

Wildlife Lakeside Cottage
I visited this beautiful place for valentines weekend and it was absolutely amazing, nice and clean kitchen equipped with all you need if you want to cook and the rooms were nice and cozy. Also this is a lake house so you have a beautiful view and you can enjoy outside too. We had a great time. I would only suggest to get the drive way clean from the ice/snow during winter time it was a little bit dangerous walking to our cars.

Crooked Lake Cabin
Stayed with my husband and two kids, ages 4 and 1. This place was perfect for us, and the children really enjoyed it because there were games for them to play and plenty of room to crawl around! The cabin itself is something like 750 sq feet but feels so spacious. We never felt cramped and had plenty of room to relax. All necessities were included as well as some extras like laundry detergent, aluminum foil for cooking, even cooking oil and seasonings. That’s not something I’ve typically seen in homes we’ve rented before. What absolutely impressed us were the views. We loved how there are no street lamps. After dark it feels like you really are out in the middle of nowhere, but you actually have so many restaurants and activities within a very short driving distance. Andrew was also a very welcoming host. I messaged him during our stay twice and had responses from him within minutes. I’m so glad we found this cabin and wish we find our way back to it someday!
Cabin rentals with a kayak

Catskills Lake Cabin on 100 Wooded Acres
What can I say except WOW! Incredible property, cabin and serene setting all packed in one Airbnb! Katrina was the perfect host answering any questions we had leading up to and during our stay. The cabin was spotless, private and exactly what we were looking for! Katrina's local recommendations were great and we also found 2 places that I thought to mention: Gracie's Luncheonette for breakfast (gotta try the hash browns!) and Red's Seafood (if you're looking for some incredible GF options). Would stay here again in a second! We were able to get to multiple hikes in, easy and moderate, within 30-45 minute drives. I highly recommend Katrina's Airbnb for a weekend getaway!

Modern hilltop chalet-style cabin @ Copake Lake
Tobye’s place was the perfect location for our Thanksgiving trip. Had all the amenities as listed and is a very responsive host. Was flexible to add a day as well and we so appreciated that! Kids loved the Xbox and we loved the coffee and peaceful view.

Cozy rustic cabin with beach on pond with 7 acres!
We really enjoyed our stay at the cabin. Our pets loved taking long naps by the fireplace. - clean place - responsive host - private and peaceful

Secluded luxury: modern riverfront fishing cabin
We booked this trip last minute during our daughter’s spring break. It was a little under 2 hours from NYC and felt like a world away. The hosts were always available and helpful with everything down to local suggestions. Every detail of the cabin is thoughtfully laid out and provided. We slept four comfortably, but mostly spent our time outside. The property alone offers many trails to explore and made us feel entirely off the grid. The porch around the cabin had locks which would be great for young kids or pets. The surrounding towns were cute and restaurants were excellent. Everything including a supermarket seems to be 10 minutes or under, but we mainly liked staying on the property. We can’t wait to come back in warmer months to go tubing!

Charming Lakefront Cabin with Hot Tub
A charming cabin perfect for a weekend away. Our group opted mostly to stay in instead of explore local areas and it was the perfect size with just enough to do! The small explorations we did have for local coffee and produce were wonderful. A couple issues with some household appliances but the host was responsive and considerate to resolve them. Loved the doc, kayaks, and hot tub as well as smaller objects to use for entertainment, such as a guitar, fireplace, and games. Hope to come back next year!

The June Farms Lake House
June Farms is an amazing place! My kids (8 and 4) said it was their favorite vacation. The location is beautiful, private, and stocked with everything you need. The lake is incredible and the house is just like the pictures - very comfortable, relaxing, and easy. This was the perfect location for a family get together and hang by the lake. Even in the pouring rain - it was perfect. What really set this apart was the extras - the kayaks, paddleboards, stocked kitchen (utensils, condiments, EVERYTHING you need!), June-farms gifts (soaps, matches, wood, etc), available platters (we bought the charcuterie and fruit platters - both delicious and well worth the money), and the responsiveness of the hosts! They were always available, friendly, easy going - just all around excellent hosts! We will definitely be back - I can’t say enough great stuff about this spot! Thank you

Lakefront | Mountains | Family | Peaceful | Ski
Sherri and Team put a nice offering together with this home. Easy to find, stacked with items to make you feel right at home, and close to a lot of good food, activities, and shops. All of the rooms were nice and set up for instant relaxation. The two family rooms had different personalities - one for chill and one for play. All of it together just made for the making of memories whether you’re a couple, group, or family. Would definitely love to stay again in a different season of the year as the lakefront location is probably gorgeous in the spring and summer. Very satisfied customer here. Thank you!

West Hill Cabin
This fishing weekend is a tradition that spans 50 year. We had three generations there this weekend to enjoy the cabin and the fishing derby. The home was beautiful we all had a memorable weekend. Could have done without the snow but that in New England weather for you. And the owner was super easy to work with.
Quick stats about vacation rentals with a kayak in Monterey
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Jiminy Peak Mountain Resort
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