Some info is shown in its original language. Translate

Vacation rentals with a kayak in Oakland

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Oakland kayak rentals

House rentals with a kayak

Guest favorite
Home in Newport
4.94 out of 5 average rating, 126 reviews

Sugarmaple Lakehouse - Sebasticook Lake Newport ME

DanielleRating, 5 stars2 weeks ago
Great location. Woke up to the sounds of birds. very responsive. I would have given it a 5 star all the way, David was amazing and responded in a very timely manner. But, the turn over service could have been much better. The previous guest left a wine bottle in the automatic fridge ice dispenser and it was unfounded until my family found a large peice of glass in their drink, serious hazard to drink glass. Should have been spotted by the turn over service but, who would check the ice maker for a bottle a wine? I understand that. Very uncommon and unfortunate for us. David responded in a very fast manner and gave us options to accommodate the situation. I would have left a 5 star if this was the only thing but everything was so unorganized in the kitchen, they had everything but nothing made sense to why it was there. Sink didn't drain. There were also stains on the sheets and a pizza box left by the fridge that wasn't ours. Little things but the turn over service was a let down.
Superhost
Home in Greenwood
4.96 out of 5 average rating, 111 reviews

Lakefront summer getaway cabin for 6

LezlieRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Belgrade
5 out of 5 average rating, 34 reviews

Great Pond Lake House With Western Views

MarkRating, 5 stars4 months ago
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!
Guest favorite
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Superhost
Home in Pittsfield
4.82 out of 5 average rating, 124 reviews

Cozy Waterfront Home With Breathtaking Views!!!

JessicaRating, 5 stars1 week ago
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!
Top guest favorite
Home in Pittston
4.99 out of 5 average rating, 146 reviews

Riverside

MarleneRating, 5 stars3 weeks ago
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!
Top guest favorite
Home in Bath
5 out of 5 average rating, 104 reviews

Waterfront Farmhouse with Modern Flair!

BrendanRating, 5 stars3 weeks ago
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!
Superhost
Home in Hartland
5 out of 5 average rating, 5 reviews

Waterside Getaway

SkylarRating, 5 stars2 weeks ago
Sarah went above and beyond for my fiancé and I. We stayed in her cabin for our anniversary and we were greeted by a lovely vase of flowers, s’mores fixings, and a beautiful card. Though we checked out June 2nd she made sure we had kayaks for our entire visit (only available starting June) and dry firewood! She was extremely kind and responsive. The property was stunning and matched the photos. We felt very much at home and will be staying again in the future! Thank you Sarah for letting us stay at your family camp!

Cottage rentals with a kayak

Guest favorite
Cottage in Hermon
4.93 out of 5 average rating, 108 reviews

Lakefront Cottage on Tracy Pond

AnBinhRating, 5 stars1 week ago
Anna was incredibly communicative and her place was clean, quiet, and exactly what we were looking for. We especially loved her two little greeter cats!
Guest favorite
Cottage in Belgrade
4.95 out of 5 average rating, 66 reviews

Privacy with spectacular waterfront, Lilla Stuga.

JaimeRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Embden
4.81 out of 5 average rating, 105 reviews

Gorgeous lakefront, sunsets, kayaks, fire pit

AnnieRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Glenburn
4.95 out of 5 average rating, 230 reviews

Your own private getaway on Pushaw Lake!

BridgettRating, 5 stars1 week ago
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!
Top guest favorite
Cottage in St. George
4.96 out of 5 average rating, 231 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

JoelRating, 5 stars2 weeks ago
Really enjoyed our stay at the cottage. Everything was clean and cozy. Great time going through the DVDs, board games, and close access to Rockland town. This was an amazing stay and one for the scrap books!
Guest favorite
Cottage in Topsham
4.93 out of 5 average rating, 253 reviews

Cozy waterfront home on Merrymeeting Bay.

EmilyRating, 5 stars1 week ago
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 :)
Guest favorite
Cottage in Fayette
4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

CarolRating, 5 stars9 months ago
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!
Guest favorite
Cottage in Livermore
4.95 out of 5 average rating, 150 reviews

Bass Point Lakeside Cottage: Livermore, Maine

BiancaRating, 5 stars7 months ago
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

Guest favorite
Cabin in Strong
4.91 out of 5 average rating, 140 reviews

Lakefront Stunning Home, just 35 min to Sugarloaf!

ChangchiRating, 5 stars3 months ago
Absolutely beautiful views. Peaceful location. House is very well equipped with board games and basic amenities!
Top guest favorite
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
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..
Top guest favorite
Cabin in Dresden
4.98 out of 5 average rating, 244 reviews

Merrymeeting Midcoast Cabin

KatherineRating, 5 stars4 weeks ago
This was my second time staying at Terrill’s place and it was just as lovely as I remembered! It’s such a peaceful place, surrounded by natural beauty, to relax and unwind. I’ll definitely be back again!
Guest favorite
Cabin in Hudson
4.9 out of 5 average rating, 111 reviews

Waterfront| Fire pit| Deck|Kayaks

RebeccaRating, 5 stars1 week ago
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!
Superhost
Cabin in Canaan
4.93 out of 5 average rating, 153 reviews

Loon Lodge Canaan,ME

CharlesRating, 5 stars3 weeks ago
We did not take much advantage of all the cabin had to offer; we were in the area for other reasons, and mostly using this as a place to sleep. That was kind of a shame; I hope we can get back there sometime to enjoy the lake and the games and the firepit and the kayaks and the cabin itself. I saw a review saying the beds were a little too hard? I disagree, I thought they were extremely comfortable. The only info I can think of that I didn't see in other reviews: we showed up very late at night, and it was hard to find in the dark (it's very obvious in daylight). It is at an intersection, but GPS sent us slightly past the intersection; it's actually on your left just before you get to the last intersection. Other than that, I agree with all the other positive reviews. Lovely place.
Top guest favorite
Cabin in Hope
4.97 out of 5 average rating, 104 reviews

Hobb’s House - Year Round Log Cabin on the Water

LindsayRating, 5 stars2 weeks ago
This was our second time staying here. We love the beautiful and peaceful setting. Lots to do in the surrounding areas but also we love relaxing at the house by just sitting on the dock with a good book or kayaking/fishing in Hobbs Pond.
Guest favorite
Cabin in Madison
4.85 out of 5 average rating, 130 reviews

Charming cottage at the Lake!

KatherineRating, 5 stars8 months ago
Charming little cottage on the lake! Had a lot of fun, easy to get to town and the lake was serene and peaceful. Great place to stay!
Top guest favorite
Cabin in Oxford
4.94 out of 5 average rating, 134 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

BrentRating, 5 stars2 weeks ago
What an amazing hosts! When i check in they both came and visited and gave me a grand tour of things of the place. Showed where the lake was to kayak, recommended places to eat, and visited. Michael was quick to respond making sure i was doing great. I would totally go back and rent their place again! Thank you so much!

Quick stats about vacation rentals with a kayak in Oakland

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$20,914 GYD before taxes and fees

  • Total number of reviews

    960 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Oakland
  6. Rentals with a kayak