Holiday rentals with a kayak in Portland

Find and book unique kayak rentals on Airbnb

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Popular amenities for Portland kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Top Guest favourite
Home in Sweden
4.99 out of 5 average rating, 84 reviews

Waterfront |Near Mountains |Outdoor Sauna |Firepit

KJRating, 5 stars1 week ago
One of the best Airbnb experiences! The location and surroundings were absolutely beautiful, and the house was exceptionally clean and comfortable. We had the chance to fish and kayak, which were the highlights - so peaceful and scenic. This was a truly unforgettable experience. We caught a couple of bass and pike, which was so much fun. The host was also very responsive and kind. We will definitely come back and highly recommend this place.
Guest favourite
Home in Wakefield
4.98 out of 5 average rating, 170 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

BinayRating, 5 stars6 days ago
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!"
Guest favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 148 reviews

Luxury 6 bedroom Beach House 50 ft from beach

TraciRating, 5 stars5 days ago
This beautiful venue was worth every penny. Chris greeted us and made us feel right at home, even pointing out opportunities for viewing local wildlife! Our party of 10 (ages ranging from 14 to 74) never felt crowded, a floor for every family! The kids even played "hide & seek" in the house. We made memories that will last a lifetime. Try as we may, we can't think of one thing we would have changed about our stay. Thank you Chris, Jason and family for sharing this beautiful home!
Guest favourite
Home in Naples
4.98 out of 5 average rating, 163 reviews

Kayak to the Causeway-50s cottage with modern vibe

SharonRating, 5 stars1 month ago
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.
Guest favourite
Home in Falmouth
4.97 out of 5 average rating, 35 reviews

Modern Maine Lake House near Portland

JaimeRating, 5 stars3 weeks ago
Had a small bachelorette party here for one of my closest friends. It was the perfect place for a more relaxed girls trip but close enough to get to downtown Portland for any shops, sightseeing, and food! Highly recommended.
Top Guest favourite
Home in Shapleigh
5 out of 5 average rating, 34 reviews

Luxury Lakefront Paradise w/ Private Beach

LeslieRating, 5 stars1 week ago
My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!
Guest favourite
Home in Georgetown
4.96 out of 5 average rating, 24 reviews

Breathtaking Bay Views!

MaryRating, 5 stars3 days ago
I wanted a peaceful place by the water to unwind and Maggie’s home nailed it. Every aspect of our stay exceeded expectations. The deck views were amazing—islands, ospreys hunting, and a duck and her ducklings feeding along the shoreline. At low tide we poked around in the sand at the bottom of the rocks, and could have easily walked out to the center of the bay but it was juuuust a bit chilly for us. Easy to drive, park and walk along beach on the Atlantic side and explore. We didn’t have time to kayak but hope to be back to give it a go. So much beauty and nature, but with all the amenities that make it easy to relax. Maggie was responsive, and she and her family obviously care very much for the property. Check the propane BEFORE you plan to grill :), and bring flip flops to easily get from the house to the grotto (which was so comfy and cozy) and back again.

Cottages with a kayak

Top Guest favourite
Cottage in Falmouth
5 out of 5 average rating, 44 reviews

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug

ZephyrRating, 5 stars1 week ago
Great cottage right on the lake! Kayaks were great to take out and explore the lake and see wildlife as well. The cottage is spacious and comfortable. The kitchen is large and well appointed for any cooking you may want to do. Grill and plenty of beach chair/ towels available as well. Adam is extremely responsive and I highly recommend. The place is quite peaceful though the lake gets pretty busy on the weekends with boats but not in an obnoxious way. Loved sipping coffee and reading on the dock each morning. Will definitely book again!
Top Guest favourite
Cottage in West Gardiner
4.98 out of 5 average rating, 48 reviews

Waterfront cottage with spectacular sunset views!

AyaRating, 5 stars8 months ago
We stayed at the cottage for about a week in late September and it was a perfect spot to get away from it all. The house is on a serene pond with trees reflected on the water, classic Maine. The cottage was clean and well kept with most everything you’d need. It’s in a very quiet neighborhood, so not a party spot, which worked out fine for our quiet family. We’d consider coming back to visit family. Thank you for the comfortable stay!
Top Guest favourite
Cottage in Windham
5 out of 5 average rating, 80 reviews

Romantic waterfront cottage for two in Maine

DavidRating, 5 stars4 days ago
Perfect place to get away and relax. We enjoyed fishing in the morning and evening and sight seeing during the day. Quick trips into Portland, Kennebunkport, Freeport, and the Maine Botanical Gardens (highly recommended ). Locally we enjoyed the Maine Wildlife Park and u-pick strawberries. Picked up some wonderful seafood at Bob’s in Windham to cook in the well supplied kitchen. Mary Ellen and Brian have thought of the many little things that make the cottage a hospitable place. They answered our questions promptly leading up to our trip.
Top Guest favourite
Cottage in West Bath
4.92 out of 5 average rating, 77 reviews

Coastal Waterfront Tiny home in West Bath

LeahRating, 5 stars1 week ago
What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!
Guest favourite
Cottage in Windham
4.82 out of 5 average rating, 142 reviews

Cozy camp near highland lake

BenRating, 5 stars1 week ago
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.
Superhost
Cottage in Brunswick
5 out of 5 average rating, 3 reviews

Driftwood Dreams Cottage

GailRating, 5 stars11 months ago
As we arrived there was a bottle of wine waiting for us! We so enjoyed sitting on the deck watching the tides and the eagles soaring above us, diving into the water to catch fish! We kayaked right off the property which was also super convenient and very beautiful. We had a lovely week at the cottage and thoroughly enjoyed its amenities. We would definitely recommend and return!
Guest favourite
Cottage in Harpswell
4.95 out of 5 average rating, 64 reviews

Private oceanfront cottage, great views, and float

TimRating, 5 stars3 weeks ago
the stay was nice, the place was clean, match the description, pretty easy to find, and Christine had great communication. very beautiful views, right on the water, kayaking was nice.
Guest favourite
Cottage in Kennebunkport
4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

RobinRating, 5 stars6 months ago
Tiny but beautiful cottage with walls of windows in the living room and bedroom overlooking the salt marsh. It was like staying on a boat! Great kitchen, comfortable bed and cozy fireplace. Beautiful in the winter.

Cabin rentals with a kayak

Guest favourite
Cabin in Winthrop
4.98 out of 5 average rating, 40 reviews

Lake Cabin in the Trees

LindaRating, 5 stars1 week ago
We fell in love with this beautiful, magical “tree house”. You couldn’t ask for a more perfect place to share time with friends & family. Beautiful view of the lake & everything you need is there - both inside & outside. This home radiates happiness & reflects the thoughtfulness of the owners. The furnishing are lovely & they have the most comfortable beds I’ve ever slept in. I heartily recommend this cabin the woods. We look forward to returning. Linda
Top Guest favourite
Cabin in Windham
4.92 out of 5 average rating, 205 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

PeterRating, 5 stars9 months ago
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!!
Guest favourite
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..
Guest favourite
Cabin in Waterford
4.94 out of 5 average rating, 160 reviews

Lakeside Cabin Nestled in the Pines

AllisonRating, 5 stars4 days ago
We had a wonderful stay at Ricky’s cabin on Bear Pond! It was peaceful, with beautiful views of the water, and we loved having campfires in the evenings. The cabin was clean, cozy, and had everything we needed for a relaxing getaway in the Maine woods! Ricky was a great host—friendly, responsive, and made sure we felt right at home. We would highly recommend staying here!
Guest favourite
Cabin in Harrison
4.99 out of 5 average rating, 128 reviews

Get away at Crystal Lake

Madison CRating, 5 stars1 month ago
Had an amazing stay here, so wondering could go fishing at the dock, the basement was so fun to play pong and just hang out, loved being able to watch disney+, just overall a wonderful stay and amazing and friendly people.
Guest favourite
Cabin in Bridgton
4.91 out of 5 average rating, 129 reviews

Private cabin w hot tub,skiing,firepit & mountains

ChloeRating, 5 stars3 weeks ago
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!
Guest favourite
Cabin in Whitefield
4.98 out of 5 average rating, 120 reviews

Roxie the Tiny Cabin on 100 acres

BriannaRating, 5 stars1 week ago
We stayed at the Roxie cabin. The cabin itself was wonderful. The cabin was well stocked with anything you may need from playing cards to bug spray. We threw axes then took one of the canoes out and enjoyed the peaceful pond. Pizza making was definitely a highlight of the evening. I’d definitely recommend staying.
Guest favourite
Cabin in Denmark
4.95 out of 5 average rating, 188 reviews

Maine Lakes-Pleasant Mt-Private Trails

BillRating, 5 stars6 days ago
Third visit in three years for a weekend fishing getaway. Great location, beautiful property. Excellent hosts. Looking forward to a return visit.

Quick stats about holiday rentals with a kayak in Portland

  • Total rentals

    20 properties

  • Nightly prices starting at

    $155 AUD before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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