
Holiday rentals with a kayak in Woodstock
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Top-rated rentals with kayak in Woodstock
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House rentals with a kayak

Our River's Edge Vacation home, Berlin
This home was exactly what we were looking for! The host was amazing! Very prompt at returning messages, instructions were simple yet thorough, would highly recommend!!

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

New Waterfront |Near the White Mountains |Firepit
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
We had an absolutely wonderful time at Julie's lakeside home for Father’s Day weekend. The setting was serene, with beautiful views of the water, making it the perfect spot to relax and enjoy quality time together. The home was well-equipped and comfortable, offering everything we needed for a memorable stay. Julie was a fantastic host, ensuring that our experience was seamless and enjoyable. We truly appreciated the peaceful ambiance and thoughtful touches throughout the space. Highly recommend for anyone looking for a lakeside retreat!"

Kayak to the Causeway-50s cottage with modern vibe
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

Waterfront Farmhouse with Modern Flair!
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

Maine Lakes Region house (private hot tub)
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.

Heavenly 4bd farmhouse in Maine.
It was a great stay! The place was so spacious and peaceful. Brad was quick to respond and really helpful. If I were to come back here, I’d definitely stay here again. A great experience 10/10 recommend!
Cottage rentals with a kayak

Cozy Pondside Retreat with direct water access!
This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.

Lakefront Home, Sandy Beach, Belgrade Lakes, Colby
Hillary's home was so cozy, beautiful, and just overall a wonderful place to visit. Beds super comfortable. Kitchen had everything you need and more. The view of the lake was so beautiful. I could go on and on.... Hillary is so easy to get along with. Answers all questions and gives great advice of the area and things to do and see. Overall Fantastic! Christ's local convience store has everything!! Our stay was terrific.

Cozy camp near highland lake
Lori was a wonderful host for our trip up to Maine. My girlfriend and I enjoyed doing yoga in the entrance room when it rained and a nice sunrise kayak trip out on the lake across the street. My in-laws stayed with us too and we all had great laughs together and enjoyed good food all weekend long.

Driftwood Cottage | Lake Great Pond | Dog Friendly
This cabin was very comfortable with great amenities (cooking ware, laundry). The beds and linens were very clean and quite comfortable. We were each given two fresh white towels. The cabin is on a dead end street surrounded by A-frames and little cabins, pretty close together, but no so much thst it felt crowded. Its licated across the street from a lake. There is lake access about 5 houses down - a few minutes walk - down the road. We stayed in May and it was very quiet at night. Mostly, we saw no one, (being somewhat pre-season). But we met one neighbor on a walk who was very friendly and took a moment to say hello and pet put dogs. The local grounds were clean.

Cozy waterfront home on Merrymeeting Bay.
Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)

Classic Lakefront Maine Cabin
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!

Peaceful Lakeside Maine Retreat
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.

Peaceful Cottage on Maine Flower Farm
The cottage was so wonderful! The pictures did not do it justice, we appreciated the welcome bouquet made from her farms flowers! The grounds were so beautiful and peaceful. We wanted a relaxing getaway and that’s exactly what we got. The bed was so comfortable and we enjoyed the kayaks, fire pit, and bird watching! The location was far enough way for the privacy but a close drive to Portland and other must see locations. Jessica was responsive and communicative with any concerns. We cannot wait to come back and visit every season and cannot recommend the cottage enough!
Cabin rentals with a kayak

Hillbrook Cabin - kayak + hike, steps away!
Took a family trip to see Maine during fall…this lake cabin is a bucket list dream. We enjoyed using the fire pit and also had a blast using the peddle boat on the lake. The fall foilage in October is perfect and staying in Patricia’s cabin is what dreams are made of. Thank you so much for an amazing stay. =)

Cozy Camp Round Pond - Kayak, Swim, Bonfire, Games
We had a great stay at Leah's cabin. The place was warm and cozy, and we enjoyed the lookout onto the beautiful frozen lake. Leah was very proactive and responsive. A great stay!

McKeen's Riverside Retreat
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!

Lakeside Cabin Nestled in the Pines
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.

Get away at Crystal Lake
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!

Private cabin w hot tub,skiing,firepit & mountains
We absolutely loved our stay at Alexa’s cabin. We enjoyed the hot tub, fully stocked kitchen, and truly felt like we could disconnect from the world to connect with those around us. Alexa was a great communicator, provided detailed instructions and local recommendations that were spot on. Don’t hesitate to book this Bridgton escape!

Mill Pond Waterfront Cabin On The Way To Sugarloaf
We had the most wonderful stay! We spent a week, celebrating our 15th anniversary, soaking in the views, enjoying the wild life and cozying up at the camp fire, enjoying one another’s company. The cabin was clean, stocked with necessities and perfectly decorated. The bed was comfortable and all the linens were clean, with very comfy pillows too! Lots of games were provided, and the view from the living room is stunning. You look right out onto the pond. We had some wildlife visit us, and a chipmunk we made friends with. Look for his little house entrance by the fire pit! He also loved perching on the cairns to watch us Explore the property and find some little hidden gems of beauty The locals were super friendly, Jon was very accommodating and responsive. We couldn’t have asked for a more perfect experience Thank you so much. We are looking forward to visiting again!!
Quick stats about holiday rentals with a kayak in Woodstock
Total rentals
30 properties
Nightly prices starting at
₹6,892 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Sebago Lake
- Sunday River Resort
- Story Land
- Attitash Mountain Resort
- Brunswick Golf Club
- Fox Ridge Golf Club
- Saddleback Ski Mountain Maine
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Belgrade Lakes Golf Club
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Omni Mount Washington Resort
- White Lake State Park
- Sunday River Golf Club
- Sugarloaf Golf Club
- Wildcat Mountain
- Jackson Xc
- Bradbury Mountain State Park
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow
- Conway Scenic Railroad
- Echo Lake State Park