House holiday rentals in Bailey Island

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!

Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Top notch spot and host!! We had such a great time at Alexa’s lovely home! It was so cozy, beautifully decorated, modernized, and had all the essential items you’d need - plus it is completely pet friendly! Our dog loved the fenced in yard with a doggy door to get out to it. The sauna, endless pool, and hot tub are just amazing amenities to have on site - that sunroom was my favorite place in the house to say the least! Can’t say enough about it and Alexa, too! She is super friendly, responsive, and had great recommendations for fun and good food in the area. Overall, it was just a wonderful and relaxing experience for our first time on the Maine coast and we can’t wait to visit again!

This place was one of the best i’ve stayed in, and Joe & Colleen thought of everything you could possibly need to feel beyond comfortable. They were extremely kind and responsive hosts, and the space made us feel like royalty. What a fantastic experience, better than the pictures, we never wanted to leave the home. We enjoyed walking the neighborhood with our dogs, and did i mention the hosts left dog bowls, beds, toys, waste bags and more? This home is less than 10 mins from bethel village, 15 from sunday river, and 20 from beautiful grafton notch state park. Overall, the house was amazing, the sauna hot tub and heated pool were fantastic, and we would stay again in a heartbeat

This beach house was an absolute dream. Perfectly located just steps from the ocean, with tons of natural light and beautiful design throughout. It felt like a true home away from home - peaceful, airy and well equipped with everything we needed. We couldn’t have asked for a better stay. Highly recommend, we will be back!

Would definitely stay here again. Was really a first class space that made our family feel very relaxed.

Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!

What a gem this home will be as Kate continues to transform it - loved reading about its history and trying to figure out its origins. The instructions were super detailed, and everything was as described - clean and tidy. The home is in a peaceful area, friendly neighbors, and we loved being able to have the windows open to hear the birds, frogs, and roosters. We were only 15 mins away from Brunswick proper, and Kate gave some awesome recommendations on where to grab a bite and what to go see.

Chip was an amazingly gracious and friendly house, with a house to be a great place for a true Maine Vacation! With amazing views and tons of great recommendations and information from Chip, it made our trip top notch. With plenty of yard space, amazing views over Casco Bay and sunsets that you could only dream of, this place really highlights why Maine is my little slice of heaven. Chip’s very detailed instructions made our stay amazing and helped us out immensely! With no shortage of sites or things to do, this is a great place for your next vacation!

Very nice rustic cabin, convenient location to Brunswick. Our stay was in mid-October, and we knew there was no heat, only space heaters - unfortunately got into the low 30s at night and we were very cold. Grateful for the many blankets! The two beds are not full twins, more like 24” beds; it was ok for our small teenager. Well water. Nice location and would go back in warmer weather! Very responsive host.

Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!

Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.

Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!

This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!

What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)

Wonderful home in a remote, beautiful and peaceful area. Half a dozen off leash hiking trails within 10 miles so my lab also enjoyed the month-long stay. Thank you Robin and Darren!

Beautiful, well-appointed home. All the little things add up to a stress-free experience. Fully stocked with towels, cooking supplies, even q-tips if you forget your own! By far the cleanest, most comfortable AirBNB I've stayed in. Photos don't do justice to the view from inside and from the patio. Incredibly quiet at night and the feeling of seclusion helped recharge my batteries. Super clear directions and entry instructions. Nothing beats dinner or wine by the firepit overlooking the bay except for the sunrise over the water. Would 100% stay again.

Cape Elizebeth is very beautiful even in the early winter! I got to see the sunshine, snow and rain all in a cozy home! I highly recommend This home! It is stocked with everything you would need, even puzzles, of which I am a fan!

We loved staying at this cabin near Popham beach, the house was beautifully renovated. The renovation kept the cabin feel, yet at the same time felt updated and modern. I'd stay there again in a heartbeat.

This place has all the comforts of home and then some. Very thoughtful amenities including a smart TV, a turntable with a small eclectic vinyl collection, and indoor and outdoor games. Every room having lightswitches with dimmers and the separate climate control units in each bedroom were great! With beach gear available for a quick drive down to Popham and being able to bring the outdoors indoors by opening up the two retractable doors on the first floor were fantastic! Alina and Brian are very communicative and accommodating. We will certainly be staying here again for our next trip.