Search Vacation Homes in Cundys Harbor

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

2 Jum. I - 4 Jum. I

In two weeks

9 Jum. I - 11 Jum. I

In one month

23 Jum. I - 25 Jum. I

In two months

20 Jum. II - 22 Jum. II

Compare 499 Vacation Homes in Cundys Harbor with updated reviews, rates, and availability.

Smart TV, video games, table tennis, books

"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"

"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"

"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."

"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "

"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "

"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "

"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."

"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"

"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."

"The pictures don’t do it justice. This place is amazing and everywhere you look there is another interesting object, stone, nook… So many books! The view, falling asleep to the sounds of the ocean was heavenly. Then you have the park that you can walk or drive too or if you’re adventurous you can simply walk the rocks right over. Best Easter ever!! "

"Great stay, even in cooler weather (hot tub was great for this). Would love to stay here again in another season or for our annual April trip again next year. Plenty of room in the house for kids, parents and grandparents. Zero complaints!"

"Very clean and comfortable. Great care has gone into making it feel like a home well loved."

SAR 1,268 total

includes taxes & fees

5 May - 6 May

"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"

"Lovely cottage."

"This is the most gorgeous, family friendly home and in such a beautiful location!!!! We want to live here. We brought 4 kids for a dog sledding trip. House feels remote but is close to town. The main town of Freeport is just a few min away - nice restaurants and shopping (LL Bean flagship store). It was very cold while here and snowed 12 inches but the home was always warm. Very well stocked kitchen. On the water with spectacular views. We can’t wait to come back!! LOVE IT!! "

"Great get away & girls weekend. Plenty to do & see. Home is very well equipped for guest needs."

"We came up to celebrate my dads birthday with my family and it was perfect."

"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"

"Wanted to see the trolls at the Coastal Maine Botanical Gardens and explore lighthouses in the area. Great location. Enjoyed the view of the bay of Boothbay Harbor."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Cundys Harbor

"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"

"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "