Some info has been automatically translated. Show original language

Holiday rentals with a kayak in Portland

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for kayak rentals in Portland

House rentals with a kayak

Guest favourite
Home in Windham
5 out of 5 average rating, 6 reviews

Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs

CheriRating, 5 stars1 week ago
Our group was two small families with kids ages 6 and 8. Everyone had a great time. If you’re looking for a home to get out into nature, this is it. The private dock and lake gave us hours of time to play outside. Kayaks, paddle boards, and fishing off the dock was fun and all part of the house. Kids had a blast and so did the adults. Perfect for family summer vacation. We had a few rainy days but either played board games inside or went into Portland which is only 20-30 minutes away. Visited Mackworth Island in Casco Bay. Must do if you want to have a day excursion. The house well kept and easy to navigate. We spent more time outside on the lake than inside.
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!!
Superhost
Home in Windham
5 out of 5 average rating, 3 reviews

Lakefront | Dock + Fire Pit Near Sebago & Portland

JenniRating, 5 stars4 days ago
Beautiful lakeside property! Our family loved our weeklong stay complete with paddle boarding, cozy movie nights, and a generous welcome basket that we enjoyed for our s’mores night. Super comfy beds and cozy interior. Kevin was a fantastic host and was super responsive to all of our questions. If you’re looking for a peaceful getaway with lots to do while you unplug (or choose to stay plugged in) look no further.
Guest favourite
Home in Buxton
4.88 out of 5 average rating, 128 reviews

Charming 4 bedroom lake front, with private beach

Mary HelenRating, 5 stars3 weeks ago
We loved this home! It was apparent that the house had been updated indoors with a fresh look, refreshed paint, new floors, new appliances . The outdoor canoes, paddle boats, paddle boards were enjoyed by all. If I could rate this location with a 10, I would. Kudos to this location and to Patricia as a host for an immensely enjoyable experience. This is a definite return location!
Guest favourite
Home in Windham
5 out of 5 average rating, 5 reviews

Luxury Lake House w/ Home Theater, Hot Tub & Gym

SmritiRating, 5 stars1 week ago
I had a race this past weekend and needed a short stay for my extended family- this place hit all the marks, and more! From cleanliness to well-stocked items throughout the house, this property is very well managed with a great layout and lake location for families. Will not hesitate to come back for a longer stay!

Cottage rentals 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.
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.
Superhost
Cottage in Waterboro
4.95 out of 5 average rating, 21 reviews

Quintessential Maine Lakefront Cottage.

LindaRating, 5 stars1 week ago
We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.

Cabin rentals with a kayak

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!
Top guest favourite
Cabin in Limerick
5 out of 5 average rating, 62 reviews

Peaceful and Rustic Lakeside Cabin

ShelbRating, 5 stars3 weeks ago
This spot was AMAZING, and Eva was such an incredible host. For a large party like mine, all of us felt comfortable, and there was more than enough space where we were not cramped in. The recommendations that Eva provided were accurate and very resourceful. I have reached out to her a few times to ask questions and extend my gratitude for being such an amazing host, and she was by far one of the friendliest hosts I have ever encountered. My family and I were disappointed that we needed to leave, but we will most definitely be coming back again next year!
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.
Guest favourite
Cabin in Denmark
4.97 out of 5 average rating, 105 reviews

Lake Front with Private Dock - BRAND NEW Furniture

AaronRating, 5 stars3 months ago
This is an absolute beautiful place to stay. There is no question, I would 100% stay here again. My family had an amazing time here. Darryl was very easy to communicate with and made the stay very easy. If you’re looking for a clean and quiet place to stay, look no further.

Quick stats about holiday rentals with a kayak in Portland

  • Total rentals

    20 properties

  • Nightly prices starting at

    $129 SGD 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore