Wendy and crew have been outstanding during all our visits at their different properties!! They…read morehave always answered calls and resolved any situation immediately even though it was usually just me not opening my eyes to see what I was looking for or just not typing the password right on the WIFI!! Properties have always been exceptionally clean and neat!! Highly recommend if your planning on staying in the Boothbay Harbor region!!

In June 2019, our family booked High Head cottage near Boothbay…read more We were pleased that it was nice, great views, secluded yet close to our activities. 1.We specifically selected this house because it had 3 full baths to accommodate our group. However, only upon arrival, we were told, the 3rd shower was broken(for the season) so we had to share showers. No compensation has been offered since we did not get what we paid for. Even as a small goodwill gesture. 2. One downstairs bathroom door was clear pane glass with no curtain. The door faced out toward the front porch's bedroom windows. No privacy from the bedroom and especially with the onsite caretaker on the porch. 3. I expect 1-2 extra toilet paper rolls in each bathroom. No, we had to search and finally found only 2 extra rolls in 1 bathroom. On their website, under History, they state "pride in attention to detail" and "no surprises." This is far from the truth from our stay at High Head. High Head has several good points, but just be prepared.

What a great place and location. Short walk to downtown. Room was very nice. Stephanie was so…read moreaccommodating. Breakfast was delightful. We will be back.

On balance, a good experience. Good Location. However it is not inexpensive and some things…read moreshould be considered. Here's a few things to note: Very small bathroom with minute bar of soap & shampoo. Had to buy my own at drugstore. No bottled water in the room No bathrobes Only 1 small trash can in the bathroom Ask if your room must be accessed by 2 or 3 flights of stairs. Luggage transfer somewhat difficult. Very limited electrical outlets for charging multiple devices. Limited, tight parking spaces. Don't be late for the 8:30 AM (sharp) breakfast or it may be cold or gone.

Perfect location, amazing views and incredible host. Great option as a single traveler or familyread more

After a lot of last minute searching for a coastal place to stay, we landed at the Greenleaf and it…read moredidn't disappoint. After searching their website and VRBO, I had a bit of a hard time wrapping my head around the setup. The property has two buildings that are directly across the street from the tugboat restaurant and water, each building has common living areas including kitchens and living rooms and there are plenty of porches to overlook the water. The Admiral's Quarters building is closer to the water. The Inn has recently been renovated and it feels fresh, but there are a few spots that could still use a bit of a touch up. It's happening, but it appears that the innkeeper is doing a lot himself.

If you enjoy a relaxed laid back(non- commercialized) location with wonderful sunsets with Mt…read more Washington in the background. This is the place for you. Great place for couples & families or a siesta alone. They have several differing sized cottages to fit your needs. They accommodate you to the best of their ability. If you like sailing they have a boat that sails in the area couple times a day. Many places to eat out, or you can eat in your cottage. As well rent boats to get out on the water. Or bike ride or paddle around the island.

Loved our 4-hour sail on the Schooner Alert yesterday. Bethany and Perry are awesome and so…read moreknowledgeable about the area and the wildlife we saw. Can't wait to do it again next year!

It's nice that they have a puffin and whale watching combo cruise. Being short on time, it was nice…read moreto have the opportunity to do both in one half day. We had a naturalist/animal guide who was knowledgeable and very attentive at identifying birds. There were a decent number of puffins, though they didn't really get close enough to make out the finer details by naked eye, but there are binoculars for rent (not sure how helpful they are because I had my own camera). We unfortunately didn't see any whales, but we were each given a standby ticket for a future cruise. The instructions in the email confirmation weren't completely accurate -- it instructed to go to a different pier where the cruise was actually going to be. Thankfully, I was able to reach staff over the phone and clarify this quickly. Definitely dress in layers, because once the boat starts powering out of the bay, the wind chills the temperature down a good 20 degrees. They did have blankets available but I'm not sure if they're an additional cost. The inside of the boat is nice and toasty, but the views aren't as crisp. I'd heard parking was rough, but if you go before June 1, I noticed some lots nearby were free, and there is free 4 hour parking a short 6 minute walk away that is just long enough for the cruise.

We took the puffin watch cruise and has a great experience! The boat was clean and well taken care…read moreof inside and out. Great crew. An Audobon employee gave us a talk about the birds mammals we might see. Then she gave a history of the puffin breeding program. Fascinating! We saw floating and flying puffins even though it was a foggy day. Nice items to buy from Audobon on the way back. Snacks and drinks available on the inside of the boat.

"Great times! Loved swimming off the dock, porch was our favorite spot,…read more wonderful family reunion!"

We recently stayed at Ossian in Owls Head and the view was remarkable. Better then any photo and…read morethe house presented better then expected since it had been under construction. On the Water was very accommodating and fantastic from the start to finish. Highly recommend!

I grew up in Maine and when I come back to visit I always stay at Ginn Point Cottage. That property…read moreis always immaculate and we just love it there. I've worked with On the Water In Maine over the years because they can always accommodate my schedule. The owner literally goes above and beyond each visit to make sure I'm happy. I can't recommend them enough and can't wait for my visit this upcoming July!

I would give this company zero stars if possible. We have been trying to rent a summer rental from…read moreTraci Blackman since Sep 2024 (6 mos). Still waiting to receive a signed lease from owner, which was promised 2 weeks ago. This is after 2 unexplained cancellations through our original form of rental with VRBO. Absolutely no communication. We have finally put a stop payment on our deposit and are moving on. We think this rental was potentially a scam from the beginning.

First, i would give a zero to the agency if i could. Clayton Pottle the managing broker was rude,…read moreunprofessional, and did little to market our listing. They only wanted to use the mls. Did not offer feedback except a personal attack on us the owners. No evidence to support his suggested price, no current comps, said he only did marketing for "good" listings. And when asked what was the issue, said we were the problem. Also talked to owner of William Reavis and he said that he wouldn't do anything and that his comps were low. Had no idea that they were from last year and that we had totally updated the property. Do not use in the boothbay region!!!

Very disappointed. Paid for top of the price range with view of the bay. The pictures they show…read moreisn't what you always get. This is the direct view I got. Sure if I shift my seat at a 45 degree angle I get a better view but those pictures of the dock is what I get out of the window. Don't take room 231 or pay for a harbor view unless you get at the end of the hotel. Very disappointing

We had so much fun exploring Boothbay. We stayed at the Fisherman's Wharf Inn and decided to check…read moreout the bar/restaurant at the inn. The food was great! Brandon made us the drink special "liquid painkiller" and it was perfect! He was so friendly and attentive and helped us with recommendations on places to check out. We wanted to visit again on Monday to try the haddock bites (which were highly recommended) but they were closed Monday we will definitely be back!