
Holiday rentals with a kayak in Waldoboro
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Top-rated Accommodation with a Kayak in Waldoboro
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Holiday House Rentals with a Kayak

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.

2 Acre Waterfront w/Canoes & Kayaks, Game Room
If you want a private, well furnished home in the woods with fishing access on the stream and 2 fire pits this is your place!! Staying at this house made a work trip for my crew and I, feel like we were on vacation for 2 nights while staying there. Worth the money and great hosts!

Sunset Retreat on Brewer Lake
10/10 would recommend Dana’s place! Easy to get to, and absolutely spotless! There is a nice walking trail to the lake to enjoy time by the water. We had a great stay, plenty to do within an hour radius of the Airbnb. As a chicken lover, I adored the flock that roamed the property. They’re very friendly :)

Family Escape w/ Kayaks, Fire Pit, & Water Access
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out

Most Sought After Property on Lake Damariscotta!
The house was great and matched what the description was. Very spacious and everything needed. Matthew was also very responsive when I had questions. Would stay there again for sure!

House on Lake St. George
Corie was so responsive with answers to questions about wifi and check-in to fun day trips we should try while we are there. The view of the lake is the best and the swimming was wonderful. Plus loved the paddle boat. Very relaxing!!

Lilypad on Damariscotta Lake by Rocky Coast Rental
The location of this property is unbeatable. Close enough to town, but lakeside down a quiet wooded road. Kids were thoroughly entertained with the outdoors, and my son caught his first fish off the dock to round out a memorable weekend.

Heavenly 4bd farmhouse in Maine.
It was a great stay! The place was so spacious and peaceful. Brad was quick to respond and really helpful. If I were to come back here, I’d definitely stay here again. A great experience 10/10 recommend!
Cottages with a kayak

Lakefront Home, Sandy Beach, Belgrade Lakes, Colby
Hillary's home was so cozy, beautiful, and just overall a wonderful place to visit. Beds super comfortable. Kitchen had everything you need and more. The view of the lake was so beautiful. I could go on and on.... Hillary is so easy to get along with. Answers all questions and gives great advice of the area and things to do and see. Overall Fantastic! Christ's local convience store has everything!! Our stay was terrific.

Your private waterfront B&B retreat in Maine...
I stayed at Liz and Alex’s stunning place at the beginning of September. This was either my 3rd or 4th time and I love being there. The quiet and the utter peacefulness of being literally on the banks of the estuarial river is amazing. Although I was only able to be there for 2 nights this time, I was recharged and ready to go back home when I left. On other visits I’ve taken advantage of being near the delightful town of Damariscotta, Pemaquid Point Lighthouse, Hidden Valley Nature Preserve, Muscongus Bay Lobster dock, the Audubon preserve in Bremen, and so many others. On this visit I stayed put, letting the inward and outward flow of the river soothe me while I read and wrote. On this visit I also had a nice long chat with Liz, a remarkably talented woman. See her book and ask about her films when you go.

Lake House on Three Mile Pond with Amazing views
Mark was awesome. The place was just what I needed to get away from the grind of life. I recommend him to any and everyone.

sunny lakefront cottage in quiet woodsy setting
Very peaceful, quiet and tranquil location on the pond. House was very clean, fully stocked kitchen, great amenities and a very comfortable bed. Even left us a case of water and a Smores kit. Any questions I had were answered within minutes

Driftwood Cottage | Lake Great Pond | Dog Friendly
This cabin was very comfortable with great amenities (cooking ware, laundry). The beds and linens were very clean and quite comfortable. We were each given two fresh white towels. The cabin is on a dead end street surrounded by A-frames and little cabins, pretty close together, but no so much thst it felt crowded. Its licated across the street from a lake. There is lake access about 5 houses down - a few minutes walk - down the road. We stayed in May and it was very quiet at night. Mostly, we saw no one, (being somewhat pre-season). But we met one neighbor on a walk who was very friendly and took a moment to say hello and pet put dogs. The local grounds were clean.

The Rocky Road Camp on East Pond
Two things stood out to us: Tim and Melissa were fantastic hosts. Responsive, flexible, and went out of their way to make us feel at home. If anything, they kind of undersell the lakeshore. Beautiful, peaceful, and a large area. We were here too early in the season to take full advantage, but this must be heaven in the summer. Hope to come back during kayaking season.

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

Lake Cabin in the Trees
We stayed here to be near Bates college for graduation weekend. We felt right at home! The cabin was warm and inviting... cozy, clean and safe! It was so secluded, with a gorgeous view over the water. We would love to return when we can simply stay in the cabin and enjoy the peace and quiet.

Cozy Camp Round Pond - Kayak, Swim, Bonfire, Games
We had a great stay at Leah's cabin. The place was warm and cozy, and we enjoyed the lookout onto the beautiful frozen lake. Leah was very proactive and responsive. A great stay!

Lake St. George Retreat
Amenities were perfect for what we needed, some peaceful R+R. The space was clean and inviting. Fishing off the dock was amazing.

Rustic Family Cabin on China Lake
We come every year. It’s a great quiet place.

Lakefront cottage
Bonnie’s place was amazing per usual! Will definitely be coming back again for more time on the lake. I highly recommend to anyone coming to this area!

Off Grid Rustic Private Cabin
Masha's oasis cabin was just what we needed this weekend. It was so peaceful and private. No lights- just stars, no wifi- just connecting with each other. Masha was such a thoughtful host as well and made sure to check in with us to make sure we didn't need anything else. The cabin is also about an hour and a half from Acadia which makes for the perfect day trip!

3 Evergreen
We had a wonderful stay! The location is perfect, the house was well stocked and we felt right at home. The dogs loved the dock on the lake. Listening to the loons on the porch while drinking our coffee was truly special. We would absolutely stay with Lauren and Warren 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 holiday rentals with a kayak in Waldoboro
Total rentals
20 properties
Nightly prices starting at
$138 AUD before taxes and fees
Total number of reviews
490 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wi-Fi availability
10 properties include access to Wi-Fi
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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
- Bradbury Mountain State Park
- Spragues Beach
- Sand Beach
- Three Island Beach
- Eaton Mountain Ski Resort
- Pinnacle Park
- Hero Beach
- Rockland Breakwater Light
- Head Beach
- Lost Valley Ski Area
- Lighthouse Beach
- Pebbly Beach
- Narrow Place Beach
- The Camden Snow Bowl