Stayed at the inn for a night while heading to Acadia. The pool was well kept with a garden.
They are renovating some parts of the inn which looks great. The room was spacious and clean.
Stayed at the inn for a night while heading to Acadia. The pool was well kept with a garden.
They are renovating some parts of the inn which looks great. The room was spacious and clean.
If you’re looking for a quaint, charming B&B in a great little town along Maine’s coast, this is the place! The house, room, food, and neighborhood were all great!
If you’re looking for a quaint, charming B&B in a great little town along Maine’s coast, this is the place! The house, room, food, and neighborhood were all great!
We stayed in 7 different B&B's on our vacation and although they were all very nice, this was the best. From the road it's hard to get a feel for the Inn. The intriguing hand carved wood screen door signals something different is ahead. Once inside the beautiful post and beam construction and lovely decor impress and confirm you made the right choice. The owners have a great story that will make you feel envious that your not a wild Maine blueberry farmer with acres of maple trees for syrup...
We stayed in 7 different B&B's on our vacation and although they were all very nice, this was the best. From the road it's hard to get a feel for the Inn. The intriguing hand carved wood screen door signals something different is ahead. Once inside the beautiful post and beam construction and lovely decor impress and confirm you made the right choice. The owners have a great story that will make you feel envious that your not a wild Maine blueberry farmer with acres of maple trees for syrup...
We didn’t get to enjoy this hotel long enough! We arrived late and the front desk person called us to assure us he’s available even though the door was locked. Beautifully designed and so so comfortable and clean. My favourite was the towel warmer such a treat to get out the shower after a 5 hour drive and that roof view!
We didn’t get to enjoy this hotel long enough! We arrived late and the front desk person called us to assure us he’s available even though the door was locked. Beautifully designed and so so comfortable and clean. My favourite was the towel warmer such a treat to get out the shower after a 5 hour drive and that roof view!
We had an amazing stay at the Greenleaf Inn. Although we only stayed one night the owner was amazing and welcoming! He gave us the best local recommendations. We also slept so amazing as everything was clean in the room and the bed was so comfortable. 10/10 would recommend (and stay a little longer!)
We had an amazing stay at the Greenleaf Inn. Although we only stayed one night the owner was amazing and welcoming! He gave us the best local recommendations. We also slept so amazing as everything was clean in the room and the bed was so comfortable. 10/10 would recommend (and stay a little longer!)
Denise
Reviewed October 21, 2026Reviewed October 21, 2026
The building is ‘basic hotel’ but nicely done, with a great view over the harbor. It might not satisfy a craving for luxury but there’s nothing to complain about except the turkey bacon!
The building is ‘basic hotel’ but nicely done, with a great view over the harbor. It might not satisfy a craving for luxury but there’s nothing to complain about except the turkey bacon!
Everything you need to know about Damariscotta vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Damariscotta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Damariscotta vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Damariscotta vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Damariscotta. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Damariscotta in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Damariscotta rentals
At Expedia, we put the best Damariscotta vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Damariscotta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Damariscotta vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Damariscotta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently Asked Questions
Are there vacation rentals in Damariscotta?
Yes, there are vacation rentals close to the most popular local attractions in Damariscotta, or you can go with a more secluded option if you'd like a relaxing place to stay. Damariscotta is known for its art and museums.
What's the top vacation rental that Damariscotta has to offer?
Oceanview Bungalow Style Home in Owls Head: You might want to consider this vacation home rental near Damariscotta, which is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.
How many vacation rentals are there in Damariscotta?
Choose from 18 Expedia vacation rentals in Damariscotta for a memorable vacation.
What’s there to see and do in Damariscotta?
Cultural attractions include Frances Perkins Center and Jan Kilburn Watercolor Studio and Gallery, whereas Biscay Pond and Pemaquid Pond are a couple of picturesque spots to enjoy the outdoors. While here, Whaleback Shell Midden State Historic Site and Damariscotta Farmer's Market are other places worth a visit.
What’s a vacation rental in Damariscotta like?
Vacation rentals are private properties you can stay in for several days or longer in Damariscotta. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for families.