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

Lake House in the Heart of the Berkshires
Kristin’s place was beautiful, warm, and quaint. The location was excellent, and Kristin maintained kind and clear communication. Unfortunately, we had to leave early due to a death in the family, but even through that, Kristin made the early check-out process simple and accommodating. I highly recommend a stay here!

Direct Lakefront Home on Otis Reservoir Giant Yard
Adam's place was the perfect location for our annual spring fishing trip. Plenty of space for everyone to relax their own way let still be connected to the group. Kitchen is well equipped for anything you would want to cook with other extras like coffee maker and blender. It's a short walk to the docks which makes fishing for a full day convenient to take breaks / have lunch etc. The boathouse is a nice added amenity which allows storage of coolers, drinks and ice which is also very close proximity to the fire pit. We are already looking forward to next year's trip.

Swim Dock, Lake Toys, screen porch, fire pit!
Great spot on the lake! Exactly as described, super cozy, had everything you need. We drove about 20 minutes to monument mountain and did an amazing fall hike. Berkshires are beautiful and I would definitely come back to this place.

Relaxing Home nestled in Rural Hilltown
My son, his dog and I had a lovely weekend of hiking and hanging out. The accomodations were excellent and we were close to many hiking trails and about 20 minutes away from Westfield and 45 minutes away from Northampton. The house was very comfortable and functional. Great TV room for watching sports and movies. Two bedrooms and two bathrooms. Perfect for our needs.

Lakefront Cottage on Private Beach
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊

Spacious Home w/ Hot Tub in Private Lake Community
This was our second stay at the house and we will continue to return. Beautiful, clean, well-stocked home and responsive host. Tina even accommodated an early check in and late check out so our trip could go smoothly with baby nap and event schedules. Highly recommend.

Cozy, peaceful lake house close to Jiminy Peak
The house was exactly as advertised. Clean and neat. Good supply of kitchen utensils, dishes etc. Appliances in good condition. Burden Lake is absolutely beautiful. An adult Bald Eagle flew right by our deck. And Kay's Pizza on the Second Dyke Rd is fabulous

Lakefront Multi-Home Compound
We had a lovely stay with our family over Thanksgiving. The setting on the lake is perfect, with a nice walking trail around the water with many nice vistas. There is plenty of space for a large group so everyone had comfortable accommodations and private space. The kitchen is great, with high end appliances and everything needed to cook and serve meals. Lots of great places for hanging out with the family. Jake is super-responsive and helpful so it made our stay very easy.
Cottage rentals with a kayak

Waterlily Lakehouse - Modern+Waterfront+Retreat
My friends and I loved our weekend getaway at Vivian's lake house. Vivian was a very responsive host and provided clear instructions that made our stay seamless. The space was super clean, modern, and easily accommodated all 8 of us. The highlight of our trip was spending time on the lake with the provided kayaks and paddle boards. We enjoyed ending the day by grilling and sitting around the fire pit. We wish we had stayed longer!

Hook, Wine and Sinker!
Such a nice, quiet, cozy cabin. Truly does not feel like a cabin. The inside is modern and very clean. Surprisingly spacious! Layout is great. The back porch was the best part. We stayed during a rainy weekend, but sitting on the porch over looking the lake to the sound of the rain was beyond peaceful. Truly a hidden gem. I would stay here again and again! HIGHLY RECOMMEND!!

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.

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.

Pet friendly Cottage on Lake; Hike, Swim, Kayak
Loved the quick weekend getaway from the city! Wanted somewhere we could stretch out into.. which Ayren’s house fully is.. loved playing the many board games provided and watching movies in the late evenings.. plus a few walks down to the lake and drive to town which is less than 15 min away.. A very communicative host with clear instructions and well laid out amenities and basic kitchen condiments.. Thanks again for a great weekend !

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

Wildlife Lakeside Cottage; views/wildlife
This is a beautiful and peaceful cottage with easy access to shops and restaurants in the area. It was perfect for a sisters weekend. Highly recommend.
Cabin rentals with a kayak

Simple, rustic, cozy get away
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!

Catskills Lake Cabin on 100 Wooded Acres
Great little cabin in the woods. This was exactly what I was looking for. Quaint, quiet, and located on a lake.

Modern hilltop chalet-style cabin @ Copake Lake
Had a great long weekend on Copake Lake! Amazing kitchen, multiple outdoor spaces for relaxing, and honestly the best mattress I’ve ever experienced in an AirBnB. Tobye was very responsive during our stay and made sure everything went smoothly. Thanks so much!

Rustic Cabin+ Private Beach Pond, Stars & Wildlife
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!

Secluded luxury: modern riverfront fishing cabin
My husband and I spent a long weekend at the cabin for our 10th Anniversary and we had the most peaceful, relaxing stay. The location is impeccable - very private, beautiful setting, close to nearby cute towns. We loved falling asleep listening to the creek and seeing the fireflies over the water. The cabin is adorable and well appointed. Finally, Sam and Catherine could not have been better hosts- very easy to communicate with, reached out with tips, and our dogs enjoyed running around together. We will absolutely be back!

Charming Lakefront Cabin with Hot Tub
We had a great time here with our 9 month old baby. The pictures don’t do the house justice. Access to the lake for swimming and kayaking and the facilities (pools, beach, basket ball and tennis court) make this a great place for an active vacation. The house has everything you need to travel with a young child (toys, changing table, pack ‘n play and even black out shades). The towns of Athens and Coxsackie are a few minutes away and have decent food and drink options. We would love to come back!

Enjoy 43 Acres on Two Ponds!
We had a great stay for my daughter’s college graduation. Really enjoyed the house and fire pit. Thanks!

West Hill Cabin
Great location near West Hill Lake and Brodie Park; walking distance to public beach, playground, and more. The house is very clean and well provisioned. A great stay!
Quick stats about holiday rentals with a kayak in Monterey
Total rentals
20 properties
Nightly prices starting at
$206 SGD 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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- Six Flags New England
- TPC River Highlands
- Albany Center Gallery
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
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