
Vacation rentals with a kayak in Woodstock
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House rentals with a kayak

The Cliff House
Extremely peaceful and relaxing! The rental is more like a home than a cottage/camp with its recent tasteful, pleasing, and very functional renovations (the flooring was well done and looked great; the mini-split system made it very comfortable even when it was in the 90’s; and, the new furnishings were attractive and comfortable). We thoroughly enjoyed ourselves!

Sebago Lake, ME *Lakeside*Hot Tub* just renovated
We thoroughly enjoyed our stay at Sebago Lake. The area is stunning, with nice access to the water, making it a perfect spot for exploring the surroundings. Colleen and Leo were incredibly responsive and welcoming, ensuring we felt right at home. We would absolutely choose to stay here again!

Waterfront Gem walkable to Restaurants!
This place was wonderful for a girl’s getaway! This was the cleanest and nicest airbnb I’ve been to! Amy responded very fast and attended to our needs. The pond is really nice and quiet :) Thank you for having us Amy!

Lakehouse with 100ft of private waterfront
My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!

Maine Ocean Waterfront - Family, Rustic Getaway!
Willis’s home was lovely, quiet and peaceful. We stayed in mid-October and enjoyed spending time in front of a cozy fire and on the beautiful sunny deck overlooking the ocean and expansive lawn. The kitchen had EVERYTHING and more, and the beds were very comfortable. Hiking and fishing opportunities were close by, as were restaurants and cafes. We all loved everything about it. Thank you for a wonderful weekend. We can’t wait to return.

The Lake House
Such a memorable winter visit to Windham! This property is the third of Dianna’s that we’ve stayed at, and just like the others, it met our needs perfectly. From the moment we arrived, we felt comfortable and at home; the house had all the amenities and appliances we needed (and beyond)! The neighborhood is welcoming and so conveniently located near Portland, but it's also a peaceful retreat from the city with the lake house vibe and beautiful view. Dianna is a responsive and accommodating host, and she has such thoughtful touches and decor throughout the property. We can’t wait to return to the lake!

Waterview Lake House
Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

Maine Lake Escape* Hot Tub*
Great cabin! Remote and beautiful. Hot tub was lovely. James was communicative and his folks took care of snow plowing right away after a storm. Would definitely stay again.
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.

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
My husband and I spent 6 days here for our anniversary. I wanted a location on the water and close to visit all the major coastal towns in Maine. This was perfect! The home, felt like home, and everything was clean and beautiful. Adam was very helpful whenever I had any questions. Sipping coffee every morning on the back porch and watching the sunrise over the lake was so peaceful. Grocery store close by and great hiking/walking areas right out the front door. Can’t wait to come back and bring the family.

20ft from the Water with Mountain View!
Amazing view! Super cute, cozy space. Perfect for a weekend getaway!

Waterfront Cricket Cottage Pleasant Pond Turner ME
We had a wonderful and peaceful stay at the cottage. The location was perfect for a relaxing getaway surrounded by nature and offering stunning sunset views of the pond along with kayaks to go out and enjoy! The cottage itself was cozy and clean and we felt at home! Darlene was welcoming and attentive ensuring everything was just right for our stay! I highly recommend this charming retreat for anyone looking for a peaceful stay! It was a bit chilly so we were able to enjoy the fire pit outdoors with the wood that was provided! I can’t wait to return and stay longer! We can clearly see why this cottage has so many positive reviews!!

Loons Rest – Maine Quintessential Cottage
Loons Rest was the perfect get away spot for our 40th anniversary. We were lucky to enjoy the swimming dock in mid September as the daytime temperatures were in the upper 70's to low 80's. The lake was pristine and was warm enough for swimming still. We enjoyed watching and hearing the loons as well as the eagles and kingfishers. We loved the outdoor fire pit when the evenings turned cool as well as the indoor fireplace which is a work of art! Also the was plenty of well seasoned firewood. Everything about this place is very well thought out. If they don't have it you don't need it! The kitchen was well equipped and we were happy to find that there was everything we needed to prepare pizzas to cook on our solo stove pizza oven that we had brought along! John is a great host and responded quickly to any questions we had. Would highly recommend Loons Rest to anyone who is looking for a peaceful and relaxing spot to vacation.

Peace at the Pond with Hot Tub & Sauna
Wonderful,private, well equipped cottage on pretty pond. Owners quick to respond to our texts. Relaxing hot tub and fantastic sauna! Many restaurants and breweries within a 30 minute drive. Book it ..... you won't wanna leave!

Covered Bridge Cottage - Maine woods and river
From arriving to the hospitality throughout the stay to check out everything was just amazing!! Hidden gem for sure! Very relaxing cottage with a beautiful view. Very cozy, felt right at home. I used to live in Maine so returning for NYE and my daughter’s birthday and experiencing this after the fast pace living in Miami was an amazing experience, just what I needed!

Bass Point Lakeside Cottage: Livermore, Maine
I had a wonderful 4 night stay at the lake house and couldn't have asked for a better place to spend the little getaway. It is beautifully located on the lake and has this huge window in the living room from which you have an amazing view. The house has everything you need, even washing machine and dryer in the basement. I would 100% recommend this unique place! Christine has been super helpful throughout my stay.
Cabin rentals with a kayak

Private Hilltop Cabin, Lakes and Trails Abound..
We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!

Thompson Lake, No Cleaning Fee Pine Point Cottage,
The cabin was very quaint and cozy for a snowy day. A quick walk to the lake and not too far from some cute shops and restaurants in Norway. Very responsive and friendly hosts. Incredibly clean and well maintained. Would stay again!

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!

Private cabin w hot tub,skiing,firepit & mountains
The layout of the house allows for ease of wanting to switch from social and open to some relaxing privacy if needed. If you’re looking for a peaceful getaway, this place is perfect.

Mill Pond Waterfront Cabin On The Way To Sugarloaf
4 of us stayed at this cute little cabin. Exactly as depicted and many helpful amenities were left for us to use such as seasonings, ice, and some wood. Pretty and quiet place to get away.

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
We celebrated our 25th wedding anniversary at this charming camp on Webb Lake, and it was everything we hoped for and more. The serene setting was perfect for enjoying the outdoors together. We spent our time fishing on the beautiful lake, where we caught a handful of fish. Kayaking was a highlight as well; the combination of being on the lake, mountain views and beautiful weather was simply magical. The camp itself was cozy and well-equipped, providing a wonderful weekend getaway. If you're looking for a peaceful getaway filled with outdoor fall activities, this is the place to be. We left already planning out next trip back. Thank you for sharing your home.

Riverfront cabin between Portland & White Mtns.
What a beautiful thoughtful place! There were games to enjoy, a kayak, a wood stove inside, and fire pit outside. This place was such a beautiful gem!

Maine Lakes-Pleasant Mt-Private Trails
We had a great time here! The cabin was incredibly comfortable and cozy. We especially enjoyed the hiking trails out back!
Quick stats about vacation rentals with a kayak in Woodstock
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ294 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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- Sunday River Resort
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Story Land
- Cranmore Mountain Resort
- Wildcat Mountain
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Jackson Xc
- Mount Washington Cog Railway
- Conway Scenic Railroad
- Echo Lake State Park
- Sunday River Golf Club
- Sugarloaf Golf Club
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow
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- Bradbury Mountain State Park