
Holiday rentals with a kayak in Scarborough
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Top-rated Accommodation with a Kayak in Scarborough
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak

Rising Tide Times - quintessential Maine cottage

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

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

Kayak to the Causeway-50s cottage with modern vibe

Blue Breeze - Private lakefront w/ Hot Tub

Modern Maine Lake House near Portland

Luxury Lakefront Paradise w/ Private Beach

Secluded Lakehouse/2 private docks/Hottub/big yard
Cottages 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.

Romantic waterfront cottage for two in Maine
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.

Quintessential Maine Lakefront Cottage.
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.

Cozy Waterfront Cabin in Raymond
The stay was great! I would definitely stay here again with my family! The lake view was beautiful. Celia was a great host and communicated with me right away whenever I asked a question or needed something. If you’re looking for a nice cabin on the lake, with peace and quiet then this is your place! Looking forward to the next time we come back!

Lovely cottage on Sunrise Lake, Middleton, NH.

Tiny Lakefront Cottage

Charming Designer Cottage on Marsh

Beautiful Lakeside Cottage
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!!

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..

Rustic Log Cabin on Pawtuckaway Lake
We had such an incredible stay! The first day was pretty rainy, but the house was so relaxing and comfortable that it didn’t matter - we enjoyed staying in and looking at the gorgeous view of the lake while doing jigsaw puzzles near the fire. When things did clear up, we had a great time playing in the yard snd kayaking. I was surprised at how quiet it was, especially during Memorial Day weekend. The beds were super comfy, kitchen was great, shower and tub were wonderful. Lisa left great instructions and checked in with us to make sure we had everything we needed. And she was very kind in allowing us a late checkout, which was very helpful with three young kids. I can’t wait to visit again!

Summah Getaway Lakefront Cabin w/Private Beach!
Melanie was a welcoming host who was helpful and responsive. We enjoyed chatting with her. Her place is cozy and perfect for a getaway. Paddling the pond was great, and the area has so much to do if you like being outdoors. We look forward to coming back to stay again.

Thompson Lake, No Cleaning Fee Pine Point Cottage,
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!

Lakeside Cabin Nestled in the Pines
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.

Get away at Crystal Lake
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.

Private cabin w hot tub,skiing,firepit & mountains
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!
Quick stats about holiday rentals with a kayak in Scarborough
Total rentals
30 properties
Nightly prices starting at
$166 NZD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 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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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA
- Purity Spring Resort
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