
Vacation rentals with a kayak in Sidney
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House rentals with a kayak

Sugarmaple Lakehouse - Sebasticook Lake Newport ME
Enjoyed a wonderful weekend here with our family (5 adults, 1 child, 1 dog). The house is very comfortable & beautifully updated/decorated. The setting is even better in person than we were expecting with an expansive lawn perfect for playing games. We had read other reviews about the neighbors having free roaming pet rabbits and saw them quite a bit. Fortunately our dog is a good listener and left them alone but could prove challenging for other dogs depending on their temperament. The lake was gorgeous and the location within one of the coves felt quiet and private while offering easy access to the rest of the lake via boat, kayak, etc. Enjoyed sitting on the dock & picnic table by the waters edge. Appreciated all the kayaks, games, toiletries & kitchen items provided as well as the large deck with grill & the firepit with chairs. Conveniently close to the boat launch, grocery store, restaurants, gas station, etc. if you need to run out for anything. Thanks for a great stay!

Rising Tide Times - quintessential Maine cottage
We thoroughly enjoyed our peaceful and quiet time of rest at The Rising Tides. The setting is absolutely serene. It’s very secluded and quiet, the perfect place for a week of rest and relaxation. We went hiking on the Cliff Trail (15 minutes away and a very nice hiking trail), watched the sunrise at the Lands End store on Bailey island (15-20 minutes), and kayaked in the cove. The grill was very nice and we enjoyed cooking on it regularly. The place was very clean and ready on our arrival. The host communicated very clearly. You will need to follow her driving directions as they are very clear and helpful. In our four days there we only saw 1 neighbor - and that was as we were leaving on the weekend. There’s a grocery store only 15 minutes away and we were able to stock up on our way there. Really, this was one of our favorite places we’ve ever stayed. We really enjoyed having a few options of things to do while also being able to just do nothing on our vacation in a quiet place.

Waterfront Gem walkable to Restaurants!
We had such a great stay here! The house is in a beautiful location on a super cute lake and we were able to sit outside and go on the paddle boat. Amy was super responsive and helpful. The house was very comfortable and clean! Would definitely stay again.

Lakefront summer getaway cabin for 6
We had a great week at the cabin! The view is amazing and it was so relaxing. Courtney was very responsive and attentive. Highly recommend for a cozy getaway in a beautiful setting.

Great Pond Lake House With Western Views
Donna's lake home is a beautiful getaway spot in Maine. The house was immaculate upon arrival and our party couldn't have asked for a more enjoyable stay. Thank you again!

Cozy Waterfront Home With Breathtaking Views!!!
We had an amazing time. TJ was very responsive and gave his secrets for fishing! He also accommodated a request that was an overlook on my part. I can’t say enough good things about the place itself or how nice TJ was. It was a phenomenal experience all around!

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!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!
Cottage rentals with a kayak

Lakefront Cottage on Tracy Pond
This was great cozy, cottage. We we were pleasantly surprised! The inside was very nicely decorated and was definitely enough space for my husband and I, and our two dogs. It was so nice to relax enjoy a sunset and make a fire in the fire pit after a long day. We were greeted by the welcome committee (black cat) numerous times. The cottage had everything we needed. My dog really enjoyed swimming in the lake. Thanks so much and we would definitely consider staying here again

Privacy with spectacular waterfront, Lilla Stuga.
My family and I had the pleasure of staying here while celebrating our daughter’s graduation from Colby College, and we couldn’t have asked for a better experience. This was such a meaningful milestone in our lives, and the accommodations provided the perfect home base for our celebration. From the moment we arrived, we felt welcomed and well cared for. Despite the cold Maine weather, the warmth of the space and the thoughtful touches throughout our stay made us feel comfortable and at ease. We truly appreciated having a cozy and convenient place to return to after the graduation festivities. Thank you for playing a part in such a special and unforgettable weekend for our family.

Gorgeous lakefront, sunsets, kayaks, fire pit
Leslie was very responsive and helpful before the trip. The place was even more beautiful than expected. The Google address leads to a few houses before, but the description of the driveway helped us find the right location. It was the perfect location to relax for the weekend.

Your own private getaway on Pushaw Lake!
Robert was an incredibly responsive, kind and proactive host. The space is exactly as described, comfortable and Robert has thought of everything. The surroundings are amazing, we loved listening to the loons, watching the chipmunks & even got a glimpse of a beaver one morning. Kayaking was great, with the equipment and dock easy to access and use. We visited Acadia and loved having such a quiet respite after long days exploring the beautiful area. Highly recommend staying here, already thinking about our next trip back!

Hidden Haven A Rustic Retreat In St. George, Maine
Mischele really thinks of a traveler when she sets up her place! The extra touch of orange juice, creamer, coffee, freshly baked breakfast is great! Everything is there. Convenient to many great restaurants.

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!

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

Lakefront Stunning Home, only 35 min to Sugarloaf!
Absolutely beautiful views. Peaceful location. House is very well equipped with board games and basic amenities!

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..

Waterfront| Fire pit| Deck|Kayaks
This place was exactly what I wanted it to be. A great place for me and my family to relax and enjoy the outdoors. We would definitely recommend it!

Hobb’s House - Year Round Log Cabin on the Water
It was such a great weekend spot. Quiet and peaceful but close to everything. The water was stunning.

Rustic, cozy cabin on Sebago Lake. A hidden gem.
The cabin was cozy, the view of the lake was incredible, and Bonnie was a great host!

Thompson Lake, No Cleaning Fee Pine Point Cottage,
Really good communication! Very welcoming. Private and quiet area. Immaculate inside. Had access to kayak, outside firepit and pond. Outside furniture to enjoy the pond and property.

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!!

Cozy log cabin on private pond, near Reid St Park!
When you are out exploring a new area, the perfect way to end each day is in a cozy, relaxing secluded cabin in the woods, and this is just what Destie and George provide at The Little River Retreat. Their cabin, with its wide, inviting front porch with a sunrise view of mist over the pond, is just the place for morning coffee. They have thought of everything in terms of stocking the cabin, including rainy day and evening entertainment for all ages. I definitely overpacked as so much was provided by them! It is so nice to go to a place where you can take a step back from daily life and it's stresses, and just relax. Thank you for 6 wonderful days.
Quick stats about vacation rentals with a kayak in Sidney
Total rentals
30 properties
Nightly prices starting at
R2,349 ZAR before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Maine Maritime Museum
- Dragonfly Farm & Winery
- Hermon Mountain Ski Area
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Three Island Beach
- Spragues Beach
- Pinnacle Park
- Eaton Mountain Ski Resort
- Narrow Place Beach
- Lost Valley Ski Area
- The Camden Snow Bowl
- Bear Island Beach
- Pebble Beach
- Mt. Abram