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Vacation rentals with a kayak in Bennington County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Bennington County kayak rentals

House rentals with a kayak

Superhost
Home in Wilmington
4.73 out of 5 average rating, 11 reviews

The Birdhouse Retreat w/Hot Tub

BeatriceRating, 5 stars2 weeks ago
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.
Top guest favorite
The open living area features a spacious green sofa with decorative pillows, facing a rustic wooden coffee table. Natural light illuminates the space, highlighting the vaulted ceilings and a cozy, inviting atmosphere. A breakfast bar can be seen in the background along with the kitchen area.
Home in Wardsboro
5 out of 5 average rating, 58 reviews

Hot Tub, Game Room, Minutes to Mt. Snow & Stratton

ChloeRating, 5 stars2 months ago
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!
Guest favorite
A two-story house is nestled in a snowy landscape, surrounded by bare trees. The exterior features a combination of beige and green, with large windows allowing for ample natural light. A covered deck with wooden beams and a patio area is visible in the foreground.
Home in Wilmington
5 out of 5 average rating, 11 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

DavidRating, 5 stars1 week ago
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!
Top guest favorite
A stone pathway leads to a welcoming entrance of a two-story house nestled among trees. The exterior features gray siding, with a vibrant red door creating a focal point. Snow blankets the ground, contrasting with the greenery of the surrounding landscape.
Home in Dorset
5 out of 5 average rating, 38 reviews

Dorset Hollow House

WilliamRating, 5 stars1 week ago
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.
Guest favorite
A view of the lakeside deck showcases a circular dining table surrounded by chairs, with a lush green lawn leading down to the water's edge. Two colorful kayaks rest on the grass, offering easy access for outdoor activities. A tranquil lake reflects the vibrant greenery.
Home in Woodford
4.91 out of 5 average rating, 67 reviews

Memes High Mountain Lake House

NikieRating, 5 stars2 months ago
We had a wonderful stay! We were able to snowmobile right from the house and enjoy the scenic views of the lake.
Superhost
A warm living area features wooden paneling and cozy furnishings. A stone fireplace serves as a focal point, surrounded by decorative items. A comfortable seating arrangement includes leather and wooden chairs, with a large coffee table at the center. A wall-mounted TV is visible on one side.
Home in Dover
4.81 out of 5 average rating, 36 reviews

MT SNOW Chalet + HOT TUB + new upgrades for 2024!

TraceyRating, 5 stars3 months ago
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!
Top guest favorite
The exterior of the home is shown, featuring a charming porch illuminated by string lights. Adirondack chairs offer a cozy seating area amidst well-tended greenery and a gravel driveway. A backdrop of trees and a clear sky suggests a tranquil setting.
Home in Wilmington
5 out of 5 average rating, 30 reviews

Rustic home near skiing & lakes, walk to downtown

KassRating, 5 stars1 week ago
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!
Guest favorite
An outdoor space is revealed with a 10-person hot tub situated on a stone patio. A pathway of stones leads through a snowy landscape to a fire pit surrounded by four wooden chairs, all nestled among trees in a tranquil setting.
Home in Jamaica
4.89 out of 5 average rating, 47 reviews

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

RachelRating, 5 stars2 months ago
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

Top guest favorite
A cozy hillside cottage is surrounded by vibrant autumn foliage. The cottage features a red and green exterior, complemented by a wooden deck with seating. The setting provides a serene retreat amid the natural beauty of the forest.
Cottage in Wilmington
5 out of 5 average rating, 38 reviews

Emerald Cottage @ Harriman Reservoir

EvanRating, 5 stars2 months ago
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.
Superhost
The exterior of the newly renovated mountain home features a two-story structure with a light gray facade and a prominent balcony. Large windows allow for ample natural light. A gravel driveway leads to the front entrance, offering access to the garage below.
Cottage in Woodford
4.85 out of 5 average rating, 20 reviews

Hiker Haven, Woodford modern home

DianaRating, 5 stars3 months ago
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!
Guest favorite
The cozy cottage displays a blue exterior with white trim, set against a backdrop of autumn foliage. A welcoming front porch is highlighted by a brown door, while a grassy yard features landscaped areas and trees, creating a serene outdoor environment.
Cottage in Londonderry
4.94 out of 5 average rating, 49 reviews

Modern Cozy Cottage minutes from Stratton &Bromley

PatrickRating, 5 stars2 months ago
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.
Superhost
The cabin exterior is visible, showcasing a two-story structure with horizontal siding. A spacious front deck is situated above a garage, and large windows offer natural light. Lush greenery surrounds the property, creating a secluded atmosphere in a wooded setting.
Cottage in Woodford
4.81 out of 5 average rating, 96 reviews

Love the outdoors? This is the place for you!

SilkeRating, 5 stars5 months ago
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

Cabin in Wilmington
4.58 out of 5 average rating, 40 reviews

Mount Snow Cabin with Hot Tub on Deck

BrandonRating, 5 stars4 months ago
It was a quiet, peaceful stay! Loved the hot tub!
A spacious living area features a stone fireplace, high ceilings, and large windows allowing natural light. Comfortable seating is arranged around a central coffee table, with wooden railings leading to an upper level. A unique chandelier enhances the rustic decor.
Cabin in Wilmington
4.88 out of 5 average rating, 8 reviews

Spacious Wilmington Cabin: Walk to Lake

MickeyRating, 5 stars6 months ago
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.
A comfortable living area is furnished with a light-colored sofa and a cozy armchair. A wooden coffee table sits in the center, accompanied by a flat-screen TV on a rustic cabinet. Warm light enters through large windows, enhancing the inviting atmosphere.
Cabin in Wilmington
4.67 out of 5 average rating, 9 reviews

Lakehouse Cabin on Lake Raponda

DavidRating, 5 stars4 months ago
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.
The living area features a cozy seating arrangement with a plaid sofa and a wood-burning stove. A rustic wooden table sits in front, while large windows provide an abundance of natural light. The space is complemented by wooden beams and a patterned wall art piece.
Cabin in Wilmington
4.66 out of 5 average rating, 64 reviews

Private Wooded Cabin, 8 Mi to Sundance Ski & Town!

LaurenRating, 5 stars9 months ago
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!
Superhost
Cabin in Wilmington
4.72 out of 5 average rating, 36 reviews

Beautiful Lakefront Log Cabin15 Minutes from Mount

KathleenRating, 5 stars2 months ago
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! :(
Top guest favorite
A spacious log-style home is set against a clear blue sky, surrounded by lush greenery and trees. The property features a large lawn that gently slopes towards Sadawga Lake, with a private boat dock visible in the foreground.
Cabin in Whitingham
5 out of 5 average rating, 9 reviews

Lakefront House with Stunning Views and Great Room

EmmaRating, 5 stars3 months ago
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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