
Vacation rentals with a kayak in Franklin County
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House rentals with a kayak

Balcony Room in Victorian Home private bath
We enjoyed our stay at the Blooming Inn. Richard was attentive and there were some nice touches to help us feel at home. There were english muffins and local jellies, coffee and tea, milk and oatmilk (which is very thoughtful). Shelburne Falls is cute and has some great restaurants within walking distance.

Cozy bedroom in 1850's Grist Mill
Fantastic, peaceful location, the sound of steam behind the house was lovely, I’ll remember sitting it on the back porch reading after biking, sipping tea and listening To the birds as one of my favorite things. Gregory was a generous, friendly host, thank you!

2 Twin beds on 1st floor with En-suite bathroom.
We enjoyed another stay in this charming historic home.

Rose room Victorian home queen bed private bath
Charming Victorian on a peaceful street within walking distance of most everything Shelburne Falls has to offer. We stayed overnight in the Rose room, which was quite comfortable and clean. Check-in was contactless and there were no snags. All was spelled out clearly by the host. Thank you, Richard.

Airy room with hiking, breakfast
This place is a gem! I was looking for an area in a quiet area and this Airbnb was the perfect little nook to crash in. The bed was SO comfy and the Host was very friendly and responsive! She had a wonderful assortment of teas and fresh eggs that you can cook with. I went kayaking in the lake close to their home and it was so beautiful out there. I would say this is the perfect room for someone looking for a quiet nook in the woods!!

Rose wisteria 4 guests 2 bedrooms-full+queen beds
Richard place was very charming and has the nostalgic feeling. We stayed only night for my daughter’s ski race trip. Easy check in , check out and less than 15min drive to Berkshire East Ski Resort.

12-Acre Vacation Rental in the Berkshires!
We stayed for an extended ski weekend and Kims place was perfect for our family with three kids. Beautiful home with everything you need for a private relaxing time and horses on-site for the kids. Will definitley be back for our next Berkshire ski trip!

River View Bedroom in 1850s Grist Mill
From the moment we arrived, Gregory made us feel incredibly at home. The property in the woods, river included, was truly a unique and breathtaking sight which was both tranquil and reenergizing. He was always quick to respond and we had the most unforgettable stay!
Cottage rentals with a kayak

Corkscrew: Lakeside Cozy Cottage in Warwick, MA
We spent a weekend in this beautiful house in early spring. The house is amazing and has everything you need. The view is amazing and the pond invites you to fish or watch birds. It‘s calm and relaxing. Would love to come back here soon and spend more time. Kelly and Claire have been amazing hosts and a nice contact.

The Lake Cottage: A Sweetwater Stay
Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.

By Still Waters Cottage
Our family stayed for UMass events. About 40 minutes away it was a beautiful and peaceful setting. Hosts were super responsive. Simple cabin beautifully set up. 2 bathrooms! Loved the beach and the ping pong table. Wish we could have stayed for longer :-)

Lake House with view of mountain
Great Lake side cottage charm. Fully stocked kitchen. Lots of fun water toys to use. Great views and peaceful!

Cozy Cottage with lake view and indoor fireplace
We stayed at Devon and Jason’s lake house for several weeks while our own home was being built nearby, and it was the perfect home away from home. The house was spotless, beautifully maintained, and somehow even better than the photos suggested. It had everything we needed for a longer stay and was incredibly comfortable throughout. We especially loved sitting out on the back deck overlooking the lake—such a peaceful view—and the covered front porch quickly became our favorite spot for evening dinners and unwinding. The kitchen was impressively well stocked, and every space in the house felt thoughtfully prepared and welcoming. Devon and Jason were wonderful hosts—always quick to respond, friendly, and helpful. There’s also a nearby residents-only beach with a little jetty and picnic area, which was a great bonus. I would absolutely recommend this Airbnb to anyone looking for a relaxing stay by the lake. We were sad to leave!
Cabin rentals with a kayak

Panoramic Sunroom | Soaking Tub | Modern Cabin
If you’re looking for a peaceful and relaxing environment, this place was perfect. Between the hammock, the soaking tub, and the view of the water - especially from the gorgeous and cozy sunroom - it was exactly what I needed. Also, WiFi signal was actually pretty decent!

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
This was the best airbnb I've ever stayed at (and I've stayed at a lot)! Everything was as described and the cabin is completely magical. My pup and I immediately felt at home. The cabin is adorable and comfortable and the setting is peaceful and rejuvenating. The cabin is very well-stocked and the host is friendly, helpful and responsive. There's plenty to explore on the property and beautiful town-maintained hiking trails at a park just a short distance up the road. The setting is quiet and a bit remote (just as I'd hoped) and the views are beautiful. The wi-fi worked well. I hated to leave and will dream about this cabin! 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!

Happy Valley Lake House Waterfront • Kayaks/Canoe
Loved staying at this gem of a place!! It was rainy while we were there but that didn’t stop us from taking the canoe out and it was so beautiful. Also made for a perfect day for the wood stove. So cozy!! 💛
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Naumkeag
- Brignole Vineyards
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Pineridge Cross Country Ski Area
- Otis Ridge
- Canterbury Farm