Bailey Island cottages

We found 71 cottages — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in Bailey Island?
Select one of our 71 cottage rentals in Bailey Island and get set to enjoy the comfort, charm and unique experiences that come with this type of escape. Harpswell Centre, Harpswell and Cousins Island are among this city's most popular neighbourhoods.
How much does it cost to stay in a cottage rental in Bailey Island?
Prices vary according to length of stay, time of year and exact property location, so enter your travel details to browse what's available. Whatever your plans or budget, Bookabach has cottage rentals in Bailey Island suited to guests of every type.
When is the best time to rent a cottage in Bailey Island?
To get the perfect cottage rental in Bailey Island, timing plays a huge role. Book early and you'll have a greater range of cottages to choose from, especially if you're travelling during peak tourist periods. You can typically find better prices or special early booking discounts.
Where can I rent a Bailey Island holiday cottage with great views?
Providing more than just a place to rest your head, our cottage rentals promise a cosy and comfortable retreat surrounded by your favourite views. Whether that's natural scenes, vibrant cityscapes or something else entirely, use our handy filter tools to search for your dream trip. Look for properties in Bailey Island that have decks or balconies so you can take in the picturesque vistas.
Does Bailey Island have any lakeside cottages?
Get up to gorgeous views each morning and fall asleep to the sounds of nature at night in one of Bookabach's lakeside cottage rentals. Throw in some outdoor pursuits in the daytime and you'll have the perfect getaway by the water. To find out if there are any lakeside cottages in Bailey Island, try out our "Location" filter and then select "Lake."
What are the top things to do in Bailey Island?
When you want to venture beyond the peaceful surroundings of your cottage rental, you'll discover plenty to experience in Bailey Island, starting with Popham Beach. Looking for more things that will keep the whole family busy? Casco Bay and Desert of Maine are other leading attractions worth visiting.
Why should I book my holiday cottage with Bookabach?
No sharing your space, no awkward holiday experiences with strangers. When you choose a Bookabach cottage rental, you'll have the whole place for your use only. Need to amend or cancel your travel itinerary? Our flexible cancellation policies mean you can book your cottage with complete peace of mind.