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Vacation rentals with a kayak in Wilmington

Find and book unique kayak rentals on Airbnb

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Popular amenities for Wilmington kayak rentals

House rentals with a kayak

Top guest favorite
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars8 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Top guest favorite
Home in Dummerston
4.99 out of 5 average rating, 346 reviews

Pinecone Pond

EugeneRating, 5 stars2 months ago
My family and I just returned home from a wonderful ski vacation! The home was just as pictured and the surroundings were absolutely beautiful!The house was immaculate and the ambiance was warm and welcoming. We had a great time skiing at Mt.Snow (30 minutes),exploring Brattleboro (12 minutes),preparing meals together and just spending quality time with each other! On another note….. Cat and Ed were very responsive and were always available if we had any questions! My family and I are already looking forward to returning next year ! Thank you again for EVERYTHING! Carol and Gene
Guest favorite
Home in Cheshire
4.95 out of 5 average rating, 39 reviews

Berkshires Lakefront Retreat by Evergreen Home

RachelRating, 5 stars3 months ago
As always we had a wonderful stay at the house - we have visited multiple times and it's always clean and lovely, with quiet all around. The view out the back of the mountains and the lake always make me feel peaceful. The bed was very comfortable and the kitchen had everything we needed.
Top guest favorite
Home in Lempster
4.97 out of 5 average rating, 38 reviews

Cozy Crescent Cottage

PaigeRating, 5 stars6 days ago
Everything about our stay was amazing! The views were beautiful! The hosts were quick to respond whenever I reached out. They provided anything and everything you could think of! We had so much fun hiking on the trail to the small waterfall just minutes from the cottage, kayaking, and playing games they had. It was so nice to stay at a place that made us feel at home.
Guest favorite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars1 month ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.
Superhost
Home in Fitzwilliam
5 out of 5 average rating, 7 reviews

Large summer home on Laurel Lake NH

BetsyRating, 5 stars69 months ago
This is a place that gives families the time, simplicity, and space to relax together and reconnect. All of the happiness and love of many generations fills the air. This is a wonderful setting for extended families and friends to gather. There is a lot for everyone to do at the house, the lake, and in the Monadnock region. This is a one of a kind property that is very special today more than ever.
Guest favorite
Home in Lanesborough
4.91 out of 5 average rating, 44 reviews

Cozy Berkshire lake house

MimiRating, 5 stars3 months ago
The house was very clean, comfortable, and cozy. It had everything we needed. We were a group of 7 and it was perfect. After skiing, it was a short drive back to the house. The hot tub overlooking the lake was an added bonus. I would highly recommend.
Superhost
Home in Argyle
4.71 out of 5 average rating, 31 reviews

Top of The Hill Retreat w/ Lake Access & Kayaks

DanielRating, 5 stars3 months ago
Thomas's house was beautiful and had amazing views! It was a very quiet and peaceful location and the house had all amenities. Thomas was extremely responsive and friendly and great to communicate with. I highly recommend his place.

Cottage rentals with a kayak

Guest favorite
Cottage in Cambridge
4.92 out of 5 average rating, 36 reviews

Sunrise Cottage Lake House

GeorgiaRating, 5 stars7 months ago
My girlfriends and I chose to come up for a girls weekend. This place was so peaceful and relaxing. There was nothing better than starting our morning on the deck with a coffee and good book. We fortunately had the best weather and spent most of our time on the lake with the provided paddle boards and kayaks. When we came back to the cabin it was so well stocked it was easy to prepare food, and the host was so proactive we knew where to find everything. We had the most beautiful weekend!
Top guest favorite
Cottage in Warwick
4.99 out of 5 average rating, 87 reviews

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

FelixRating, 5 stars1 week ago
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.
Superhost
Cottage in Warwick
4.94 out of 5 average rating, 34 reviews

By Still Waters Cottage

GlenRating, 5 stars4 months ago
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!
Top guest favorite
Cottage in Orange
4.99 out of 5 average rating, 78 reviews

Lake House with view of mountain

JonathanRating, 5 stars7 months ago
Great Lake side cottage charm. Fully stocked kitchen. Lots of fun water toys to use. Great views and peaceful!
Guest favorite
Cottage in Tinmouth
4.98 out of 5 average rating, 40 reviews

Sandsend Cottage - Lakefront Serenity

LukeRating, 5 stars6 months ago
Exactly what we were hoping to find - quite and peaceful location surrounded by fruit loop filled foliage. Steph provided clear instructions and guidance to get to any gain access to the property. We feel blessed to have had our family gather to hike, fish, canoe, and cook s’mores by the fire pit. We couldn’t have had a better stay (unless it were a longer stay :). Very grateful!
Guest favorite
Cottage in Londonderry
4.88 out of 5 average rating, 68 reviews

Vermont Country Cottage(Near Village w/Magic View)

KristinRating, 5 stars5 days ago
Even better than described! We had such a nice stay in the cottage. It’s absolutely adorable and has everything you could need for a night, a week or a month. Very clean and perfectly situated for privacy but close to attractions. Will definitely book again
Guest favorite
Cottage in Sunapee
4.96 out of 5 average rating, 90 reviews

Sunset Lodge

NicoleRating, 5 stars2 months ago
My husband, daughter and I had a lovely winter weekend at Sunset Lodge. The cabin’s proximity to Mount Sunapee was perfect for a day of skiing. Relaxing in the cozy cabin and enjoying the beautiful view of the lake was also time well spent. The homeowners clearly put a lot of thought into the decoration and care of Sunset Lodge which we appreciated. Suzanne is a great host, reaching out with details for a smooth arrival and check in experience. We can only imagine how wonderful it would be to stay here in the fall or summer and would love to return.
Top guest favorite
Cottage in Wilmington
5 out of 5 average rating, 38 reviews

Emerald Cottage @ Harriman Reservoir

EvanRating, 5 stars1 month 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.

Cabin rentals with a kayak

Top guest favorite
Cabin in Lempster
5 out of 5 average rating, 13 reviews

Modern & peaceful lake house - swim/hike/relax

RobertRating, 5 stars1 month ago
Great stay at Grateful Ledge! Audrey and Josh were excellent hosts, and were very responsive and communicative throughout our stay. The home was clean, open layout, modern and very comfortable. All the comforts of home including a new Weber grill. Off the beaten path with a private and peaceful location. Would stay again.
Top guest favorite
Cabin in Athol
4.99 out of 5 average rating, 68 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

KevinRating, 5 stars2 days ago
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 !
Top guest favorite
Cabin in Whitingham
4.99 out of 5 average rating, 105 reviews

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

KaitlynRating, 5 stars2 months ago
This was our 2nd time staying at Brian's place, the home is perfect for a larger group and has so many toys for the kids, they LOVED it! Everything is very clean, and the kitchen has all the pots/pans needed for cooking. In Feb there was so much snow we got to go sledding in the front yard, and a few from our group made the trip to Stratton for the day. We love going to Wilmington for coffee/lunch. Planning to be back again in 2026!
Guest favorite
Cabin in Petersburgh
4.93 out of 5 average rating, 225 reviews

Cozy Retreat in the Trees

MoRating, 5 stars5 months ago
This place was perfect for a peaceful weekend getaway. On the chilly fall weekend the wood stove and sauna were much enjoyed. We hope to return!
Top guest favorite
Cabin in Dummerston
4.96 out of 5 average rating, 48 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Hike

KaterinaRating, 5 stars2 months ago
We hit the perfect time to spend few days in VT during February break. Lots of snow, clear blue skies and Lauren’s place was perfect for our little family of 4. The cabin was cozy with beautiful views of the river and easy access to nearby towns. Our kids enjoyed their own room with bunk beds and we were thrilled to find plenty of board games and puzzles for quality family entertainment. Would definitely return here again!
Top guest favorite
Cabin in Chester
5 out of 5 average rating, 36 reviews

New waterfront cabin in Vermont!

AyraRating, 5 stars2 weeks ago
Joseph’s cabin was exactly the peaceful getaway I needed. The WiFi was very strong which helped me take my work meetings with ease during the day and the local restaurant recommendations were great to visit at night.
Cabin in Pittsfield
4.91 out of 5 average rating, 105 reviews

Summer Cottage in the Berkshires

JenRating, 5 stars7 months ago
I was sad to leave this cottage! It was a wonderful extended stay. I loved doing my rope flow in the sunshine on the grass, doing yoga on the screened in porch, knitting in the Adirondack chairs on the lawn and making some meals in the quaint kitchen. We were able to easily explore the area and enjoy some beautiful hikes and drives nearby. The neighborhood is so peaceful and quiet with plenty of critters scurrying about (though we didn’t get to see any larger animals), and the lake is a short walk away. Christine was such a wonderful host making us feel right at home. I highly recommend this gem and hope to be back.
Superhost
Cabin in Hinsdale
4.95 out of 5 average rating, 38 reviews

Relaxing Berkshire cabin on Lake Ashmere

BiancaRating, 5 stars9 months ago
Had a great stay here! Really enjoyed spending time in the lake, on the deck, and at the fire pit. Beds were pretty comfortable. As other reviews have noted, only one bedroom has a door and both have an opening into the downstairs so it isn’t the most private, but it worked fine for our stay. Would likely stay here again!

Quick stats about vacation rentals with a kayak in Wilmington

  • Total rentals

    20 properties

  • Nightly prices starting at

    $130 before taxes and fees

  • Total number of reviews

    610 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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