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

The Birdhouse Retreat w/Hot Tub
We had a great stay! The place was perfect, had plenty of space. Particularly loved the coffee bar which was well stocked. We took a day trip to Mass MOCA which was only about 30-40 minutes away.

Hot Tub, Game Room, Minutes to Mt. Snow & Stratton
Whitley's place was just what we were looking for for our family weekend! Plenty of space with lots to do, the pool table was a big hit. Very close to Mount Snow and Stratton which was really convenient for the snowboarders/skiers in our group. Had a great time and would love to be back!

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes
This Airbnb was an absolute blast to spend time in! The amenities were wonderful and the location was amazing with a beautiful view. I highly recommend this Airbnb to anyone who's looking to retreat in a small town and enjoy some peace. Thank you Tony for being the best Host!

Dorset Hollow House
Amazing home in a beautiful location. Minutes to town, shops restaurants etc but feels like you're in the middle of nowhere. The house was equipped with everything we needed and beyond. Amy was an amazing host and made sure we had everything we needed. Will definitely be back.

Memes High Mountain Lake House
We had a wonderful stay! We were able to snowmobile right from the house and enjoy the scenic views of the lake.

MT SNOW Chalet + HOT TUB + new upgrades for 2024!
We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!

Rustic home near skiing & lakes, walk to downtown
Very welcoming home, amenities were a great way to entertain ourselves during the night while kids were sleeping. The spacious living room, dining room and kitchen were an absolute dream! Would stay here again!

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
The house and host were wonderful, and the location of Stratton Mountain was amazing. We had a big group, and we all had enough space. We enjoyed the big couch and hot tub. We will stay here again next year.
Cottage rentals with a kayak

Emerald Cottage @ Harriman Reservoir
We really enjoyed our stay at Michelle’s place. Overlooking a lake in a peaceful location, this was perfect for a small group looking for a reasonably priced Airbnb to stay while skiing at Mount Snow. The location was cool and I can definitely see this house being great for warmer seasons as well. One thing that stood out was the clarity of instructions provided by the host. Both the description of the property and what to expect, and the check in/out instructions are very accurate and helpful.

Hiker Haven, Woodford modern home
I had an absolutely fantastic stay! The location was perfect—nestled in the heart of nature, it provided the ideal setting for a relaxing and peaceful getaway. The house was immaculate, with every room being perfectly clean and thoughtfully arranged. I loved how there was no clutter, which really added to the calm and inviting atmosphere. The property is an ideal retreat for anyone looking to unwind. The host was incredibly responsive and attentive, offering helpful tips and recommendations in advance that made our stay even better. It was clear they truly care about their guests' experience. Highly recommend this place for anyone looking for a serene escape!

Modern Cozy Cottage minutes from Stratton &Bromley
Karen and Robs little cottage was perfect for our month stay in Vermont. Secluded in the woods but also close enough to town and the ski mountains. We had a blast and Karen was incredibly attentive and responsive with any of our needs. 4WD definitely a necessity if you are coming in the winter/shoulder season months.

Love the outdoors? This is the place for you!
We had a great stay at the property. Was exactly how it was described and in photos. Met all of our expectations. Owner was responsive and flexible. 30 min from MT snow and 15 from restaurants and shopping. Close to state park for walking. Beautiful and peaceful lake community. We would definitely stay here again.
Cabin rentals with a kayak

Mount Snow Cabin with Hot Tub on Deck
It was a quiet, peaceful stay! Loved the hot tub!

Spacious Wilmington Cabin: Walk to Lake
My friends and I really enjoyed this location -- great fireplace and pit outside, really quaint spot. We also really appreciated the small touches that the host added (already had fire wood ready, some basic spices in the cabinets, and even though we didn't need them, they had tampons and toiletries available in the bathrooms). Would recommend and stay again.

Lakehouse Cabin on Lake Raponda
Stayed for a ski weekend at Mount Snow. Nice, clean comfortable place, and we enjoyed the wood stove after skiing. We would definitely recommend this location.

Private Wooded Cabin, 8 Mi to Sundance Ski & Town!
We stayed here for four days in August, and it was a great place for us. As someone who frequents this area for camping, I booked this weekend needing a cabin instead to accommodate other guests that do not camp. Plenty of room for everyone. This cabin was so tranquil and the sound of the water fall/river was perfect. It was quaint and cozy. The kitchen was stocked with plenty of cooking utensils, pots, pans, etc. bathroom and bedrooms are clean. The front porch and deck provided excellent outdoor space. The owner was so wonderful - texting us safe travels both check in and check out days and clear instructions on coming and leaving the home. I will gladly stay here again and am looking forward to doing so!

Beautiful Lakefront Log Cabin15 Minutes from Mount
We had a great visit and would definitely rebook. We loved this beautiful house in such a peaceful setting close enough for our day trip to Mt. Snow. The accomodations were perfect for our group of 10- 5 adults & 5 kids. Very nice bedrooms, and beds with plenty of bathrooms. The living room is spacious and open, containing a charming fireplace and wraparound deck with a gorgeous view. The bunkbed room was perfect and gave all the kids their own space. Cons- 10 am checkout - way too early! The back slider door is broken and difficult to keep on its track - safety issue. The hot tub was insanely hot and hard to regulate. Not even one ping pong ball at the house for the table so the kids couldn't even play. Such a small thing but such a big bummer! :(

Lakefront House with Stunning Views and Great Room
We had a great stay at this Vermont cabin. It felt like home right away, and we quickly got comfortable in the cozy living area. We spent hours playing cards around the table, enjoying the fireplace. The showers were hot, and the kitchen was well-equipped, making cooking a breeze. We had a few questions which Eva responded to quickly. It was amazing that she was kind enough to offer a late checkout, too, so we could enjoy our last morning and breakfast together. All in all, it was a comfortable and relaxing stay.
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