Holiday rentals with outdoor seating in Waldoboro

The Sail Loft is a peaceful, beautifully appointed space to rejuvenate and rest. The space itself is clean and thoughtfully designed with everything you need for a comfortable stay. The quiet morning with coffee and the calming atmosphere that made it easy to unwind. Highly recommend for anyone looking to slow down and soak up the beauty of the Maine. I’d absolutely stay again!

We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!

This was a gorgeous place. Belfast was a cute little town not far away. We enjoyed eating at Rollies Bar and Grilland walking around town. Hannaford grocery store was close with average prices. We had approximately 1 1/2 hour drive when we visited Acadia National Park and Bar Harbor which were exceptional. We enjoyed the food at Geddys and Bar Harbor Inn. We also traveled to Owls head lighthouse and hiked through Camden State Park. This was a nice location we enjoyed our stay.

Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!

Everything was as described! Very tranquil setting. Loved sitting on both the sunporch and deck watching the boats go by. The house was immaculate and very well equipped. NIce to relax without the distraction of tv for a change. Enjoyed their Bose radio.. Also the verizon phone /computer connection was excellent. It was a great home base for exploring the mid coast of Maine. Lots of good restaurants near by and the owner offered many heloful hints as to what to see, where to est and what to do. His communication was excellent. Would highly recommend this rental.

We had two nights to spend in Maine after a week long trip to Quebec. The lake house was a wonderful place to unwind after our busy trip to Canada. We spent our full day parked in the yard, enjoying the boats provided, reading, playing bags, and just sunning. It was a gorgeous day, and we loved it. The house is spacious, very well-stocked, and has many little amenities to make it feel like home. Highly recommend!

We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

The accommodations were wonderful! Very well decorated, comfy beds and an amazing shower! There is a full kitchen with everything you would need! Ty is an amazing and super nice host! He provided fantastic recommendations for places to eat and things to do while visiting the area. Highly recommend!

You know it’s a lovely space when we come multiple years to stay! Amy is the nicest- a fantastic host with great recommendations for the area. The apartment is clean and spacious and full of rustic charm. Our kids adored the ducks they have on the property and the yard is wonderfully inviting! Can’t wait to come back next year 😃

We had a great stay in Rockland! The apartment was really spacious, kitchen was very well equipped and bed was comfy. Parking was also very handy and we could easily walk to local restaurants and shops. Would recommend Ada's Kitchen for dinner and Luce Spirits for a drink!

This apartment was so clean, well decorated, well stocked and very comfortable. The location is perfect. So close to downtown Wiscasset, Boothbay and Freeport. This was our 2nd stay and we will return. Kathleen is a great host!

Absolutely amazing stay! The place was spotless, in a perfect location, and communication was excellent throughout. Katie is a fantastic host and I would love to stay here again!

We came here off season and it was beautiful. The place was clean, spacious, and warm- even on a brisk Maine evening. Downtown Damariscotta is lovely at this time of year- they were getting the town ready for Christmas. Great restaurants as well. Would definitely return.

If you’re looking for a peaceful, safe, clean, well-stocked and adorable place to stay in mid-Maine, I 100% recommend! It’s a quick drive to Camden which is chock full of restaurants, shops and a view of the water. It’s also a perfect central place to drive up or down the coast on your adventures. Cat was a great host and was able to answer any questions I had.

The place is very nice and private. Quiet neighborhood, yet close to the downtown area in Camden. Walking distance to the trail to Mt Battie. The apartment was very clean and comfortable. Jason was very friendly and had clear instructions on how to use everything. We really enjoyed our stay.

My partner and I have been staying at Penelope's place now for 4 years and we're always so happy to be there. The views truly are breathtaking, and the apartment is so cozy! Penelope is an absolute treasure of a human being as well. This is a hidden gem in Rockport and you owe it to yourself to stay there!

Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)

We had a wonderful stay at Heather's condo. It was cozy, clean and the location was perfect! I would definitely recommend Heather's place to anyone looking to stay in Boothbay Harbor.

We rented both the Toddy House and Rocky House for a week for our family of 12. The houses were as described and in pristine condition. We loved the fact that they were close together, so the late night group could stay up socializing, while the children could be put to bed without distraction. The Toddy House had a pool table which provided lots of late night entertainment. It also had a large open common area to accommodate our group, and we spent a lot of time on the screened porches. We really liked the access to the water with the dock, the canoes and kayaks, and the super cool fire ring. We are the type of family that asks a lot of questions, and Mark was quick to answer and take care of any questions or issues we had. We spent a great deal of time at Acadia, and while the drive was about 45 minutes to get there, it was not a problem at all. We would definitely return to 3Havens if we decided to take another vacation in this area. Mark and Laurie were excellent hosts.

Julia’s place is super clean, well-appointed with everything you need in the kitchen and bath. The water pressure is excellent, the beds are comfortable and the other tenants in the house were very quiet & respectful. The unit is easy to find situated in a quiet, friendly neighborhood, perfect for walking the dog, running & cycling. It is within walking distance to Payton Park, the Back Cove Trail and good restaurants and an easy drive to the Eastern Promenade, downtown Portland & breweries. Julia, the host was very communicative & created a comfortable homey environment. Overall, we had a great 5-day stay and would highly recommend this hidden gem.

Diane’s place was very nice, clean and quiet. We really appreciate the quick responses to any questions asked. We will definitely see if her place is available when we travel back to Central Maine.

Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.

What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.

We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.