
Holiday rentals with a kayak in Franklin County
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Top-rated rentals with 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.

Country Luxury in the Heart of the Berkshires
Jim and Michelle were such welcoming and accommodating hosts. Their home is the perfect location tucked away in the countryside. Enjoying coffee and breakfast with Michelle on Sunday and their super friendly dog, Darby, was such a pleasant treat. Would love to come back more and explore the area. One thing to note, if you have Verizon you'll be off the grid here because cell service is sparse - but that's probably the best way to fully immerse yourself in the property and truly enjoy it!

2 Twin beds on 1st floor with En-suite bathroom.
Location is amazing,the inn feels like a proper New England guest house,hosts were super friendly could not fault it,maybe if anything for our preference mattresses were a little on the firm side

Cozy bedroom in 1850's Grist Mill
I had a plan to attend a concert nearby but wound up staying at the house the whole time. I needed a rest and the house was calm, quiet, and next to a dramatic river. Gregory was a little slow to warm up before my visit but he turned out to be a very warm, gracious, and generous host. We enjoyed a conversation by the fire and he invited me to share food, and put on music by the artist whose concert I missed do that I could still enjoy it! I slept really well and left feeling that while it I hadn’t done very much, it had been a very restorative place to seclude myself.

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.

River View Bedroom in 1850s Grist Mill
We had a nice stay. Our dog Django fit right in as well and Gregory approached him w kindness. River sounds were nice and the place as unique and way to find. We took a hike the Gregory recommended and it did not disappoint. Beautiful area. We had a nice time at the locals coop w the manager and her friend as well. Nice stay. Beautiful area.
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
I loved staying here! My boyfriend and I would definitely come back!

By Still Waters Cottage
We had a great time at Still Waters. A very cozy cabin on the water. Communication was great. Excellent hiking on an old stage coach trail and people ice fishing. It was a winter wonderland. Highly recommended!

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
Beautiful stay!! Devon was very friendly and helpful.
Cabin rentals with a kayak

Panoramic Sunroom | Soaking Tub | Modern Cabin
Can’t say enough good things here. The location is amazing, the home is beautifully decorated. The sunsets are perfect. The hosts are there if you need anything and not if you prefer. Incredible value for the experience. We will be back !

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
We love it here! This was our third stay, and it’s become our annual go-to to celebrate my husband’s birthday. Great walking trails, beautiful cottage, the perfect place to unwind!

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
Easy check in, clean, pleasant cabin. Enjoyed watching the turtles at the pond. Woodstove was good on a chilly night for the living room as the minisplit heat kind of hovers higher above in the loft. Very quiet because off a dirt private road & neighbors didn’t seem to be around (off season weekday stay). House had just enough of all I needed in kitchen. Appreciated the notes the host had left on house procedures, & hiking etc nearby.
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- Stratton Mountain
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Six Flags New England
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Pineridge Cross Country Ski Area
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Ekwanok Country Club
- Talcott Mountain State Park
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Brimfield State Forest
- Brignole Vineyards
- The Shattuck Golf Club
- Hooper Golf Course
- Bousquet Mountain Ski Area