Search Vacation Homes in Bailey Island

"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 house was exactly what we were hoping for -- right on the ocean, close to long beach walks, with delicious food nearby. Loved using the wood stove! The host was very responsive to our various questions and requests. We'd love to return!"

"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...

"It was very convenient. "

"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."

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

"Lovely cottage."

"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"

"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."

" Cool loft. Convenient location. Nice amenities. Family enjoyed. Would return."

"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!! "