
Vacation rentals with a kayak in Cheshire County
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Top-rated kayak rentals in Cheshire County
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House rentals with a kayak

Lakefront family vacation home
We had a wonderful stay at this home! Stephen and Toby were great hosts who were easy to work with. Some of the house has been renovated recently and is beautiful. The house was clean and the views were amazing! We would definitely stay here again.

The Boat House on Granite Lake
I had an absolutely wonderful stay at Granite Lake! The house is gorgeous—beautifully decorated, incredibly comfortable, and stocked with everything you could possibly need. Jennifer was an amazing and responsive host, making the entire experience extremely easy and welcoming. One of the highlights was the 3-mile loop around the lake, perfect for a run or walk. There are also kayaks for some time out on the water. Mornings and evenings should be spent on the porch—reading, sipping coffee or wine, and watching the stunning sunrises and sunsets. This place is truly a slice of peaceful paradise. I can’t recommend it enough and hope to return soon!

Magic Lakehouse, Waterfront, Private Beach & Dock
beautiful setting on a lake. large deck and a beach area with a dock. kitchen is well stocked.

The Cozy Place
Absolutely beautiful location, the lake is about 20ft from the back deck. Quiet, peaceful and sleeping with the slider open allows you to hear the loons; if you've never fallen asleep to the sounds of loons, this is reason enough to book a stay.

Amazing Lakefront Home with Pool- Tatum's Place
Our family getaway of 3 generations enjoyed the beautiful outdoors- between the magnificient pool, peaceful lake and the expansive yard where we were able to have fun playing the bocce set and cornhole game we brought. The outdoor seating kitchen area was perfect for gathering and so inviting for conversation and just relaxing. Ashley was easy to reach and responded to any questions.

Nature Retreat: Kayaks, Hot Tub, SUP's & Fire Pit
Our stay at Angela's place was absolutely fantastic. The moment we walked in the home gave that warm cabin cozy feeling. We were impressed by the cleanliness and attention to detail. The place had everything we needed for a comfortable stay. Angela was incredibly responsive and helpful, and we would definitely stay here again!

Very Private Cabin on 12 Acres
Great place, very responsive and great communication, comfy and cozy definitely recommended! it was a wonderful get away.

Lakefront Home | Near Monadnock
If I could give this 10 stars I would. This home is beautiful inside and out and perfect for a relaxing get away. The views are incredible and the home itself is clean, welcoming, and so comfortable. The host gave clear, concise instructions and there was no confusion or frustration with check-in/out. I loved this place and can’t wait to come back!!!
Cottage rentals with a kayak

Cheerful Lakeside Studio Cottage
The Cheerfull cottage, the property, and the lake were so much more pleasant and beautiful than we expected from the photos and description. The cottage was cute , clean, comfortable, and had everything we needed for a lovely getaway. John was promptly responsive and accomodating for a last minute request. We had an amazong time kayaking on the lake, exploring blueberry island, paddling around in floats, and swimming in the super clean refreshing water by the dock. We sat in comfy adirondack chairs and enjoyed a campfire while watching the beatiful lake each night. We also got food in two superb restaurants - Papagallos for Italian, and the Farm Cafe for vegan.....both sooo good! All in a a great stay. Wewould definately come back!

Waterfront Cottage on Granite Lake near Keene, NH
house and neighborhood, was quiet, relaxing, peaceful. The lake was beautiful. private side yard with firepit was enjoyed kayaking was so pleasant in the beautiful surroundings of the lake. We all.agreed we could not get any close to the lake, and will be again next year.

Tiny Cottage on Spofford Lake
Such a cute cottage! The cottage was clean and the beachfront was beautiful. Ali was very responsive and helpful. Great stay!

Woods Cottage-Private cheerful two bedroom cottage
Ron & Priscilla are fabulous hosts! Extremely friendly and kind. They really went above and beyond to make sure we were safe and having a good time. They saved us from a winter snow storm AND a black out! They even came by to clear the snow on the path from the car to the house. The amount of things they did to make sure we were comfortable was really above and beyond. We felt right at home. The house was cozy and comfortable. The area is private, quiet and the surrounding area is beautiful. I would highly recommend anyone to stay with them. If we had more time off, we wouldn’t hesitate to go back! They really made our stay special.

Cottage on Spofford Lake “Barn”
The cabins were terrific. We had three cabins as a group. They are across the street from Spofford Lake, which has a small beach and a dock. We had a terrific night hanging out on the beach while lighting a fire in the pit. We had a great visit at Copper Cannon Distillery (located down the road) and went on a few hikes.

Cottage on Spofford Lake “Library”
We had a lovely time at the Library cottage, sitting on the porch, walking the grounds. Nice to spend time right on the beach that has Adirondack chairs and a fire pit. Our host Ali was always available and helpful. The bunk bed layout was a surprise, but worked out fine. We’d love to come back, maybe even in the summer. Thank you Ali for a welcoming stay.

Blacksmith Cottage on Spofford Lake
We really enjoyed our stay at the cottage. The cottage was cozy and perfect for two, or a couple with kids. We did not know it did not have an oven but Ali provided us with the right tools to cook our dinner on the stovetop. The lake was steps away, but the weather did not accommodate swimming and kayaking. (Cannot control Mother Nature). It was an ideal location for our long weekend. The only downside was the highway noise. With the windows shut since it got chilly, it was fine. But morning one with windows open, it was noticeable. (But, we are accustomed to minimal noise at home). We are already thinking about a return next summer with a few family members being in neighboring cottages. And I did not mention the private beach which was fun to meet our neighbors and share happy hour with various kids playing in the sand and waves.

Lakeside Retreat – HOT TUB, Swimming, Boats & More
Amazing scenery and an awesome weekend get away spot. Very thankful we found this place!
Cabin rentals with a kayak

Farmhouse Cabin on Spofford Lake
Everybody loved the place, lean and peaceful. I would recommend visiting.

Highland Lake Waterfront Cabin
We had a wonderful time! Great location and super comfortable home with everything you need. Our 3 teenagers had a blast hanging out on the lake, around the campfire and playing video games. Relaxing on the porch in the morning with a coffee and looking over the lake was an added bonus. We'll definitely be back!

Lakeside Log Cabin near Mt Monadnock
We had a lovely stay at this cabin! Very quaint and beautiful location. Cabin was tastefully furnished and host was very responsive. Would stay here again. Thank you!

Boulder House - Extraordinary Luxury in the Woods!
My husband and I enjoyed a peaceful weekend away at the Boulder house. It is in a beautiful, quiet location and the house has everything you need to never want to leave. From walks around the wooded property, a canoe ride on the pond spotting beaver lodges, listening to the many different birds, to the hot bath on the deck means you can relax but not be bored, even on a rainy weekend. The host is very friendly and helpful and clearly takes pride in and care of his property. Check out was easy with minimal asked of us. The house is just as cool in person as in the pictures- lots of thoughtful details and such a unique, cozy space that is perfect for 2 people to relax in with high end kitchen amenities and comfortable furniture. We did check out the area while we were there and enjoyed the Harrisville General Store and an amazing dinner at the Hancock Inn. We definitely hope to return to this special spot again soon!

GiGi's Cabin/ 314' Shoreline
Fantastic! Great waterfront cabin with plenty of space. Would recommend for any group looking for a relaxing trip. The Jule team was a great host and super responsive. 10/10

2 Mi to Boat Ramp: Log Cabin in New Hampshire
We had a great weekend stay here. Thank you!

Lakefront Log Cabin on 2 acres
Really amazing place, quiet and amazing view the cabin was also amazing

Secluded Renovated Retreat Surrounded by Nature
A wonderful gem which combines the beauty and serenity of the natural surroundings with a masterfully renovated cabin with great layout and all you need for a great vacation. Don and Joyce are super hosts: responsive, friend and very hospitable.
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Bear Brook State Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Manchester Country Club - NH
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- The Shattuck Golf Club
- Ragged Mountain Resort
- Dorset Field Club
- Aaronap Cellars
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Nashoba Valley Ski Are
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Clarksburg State Park
- Ekwanok Country Club
- Mount Tom State Reservation
- Bretwood Golf Course