Bailey Island Cottages

A rocky shoreline with a boat, a house, and a forest in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Bailey Island cottages

1. •Tranquil 2BR Summer Home•Steps to Private Beach•

Harpswell

includes taxes & fees

1 Sept - 2 Sept

2. 1 Mi to Maine Street! Mcm-style Home in Brunswick

Brunswick

includes taxes & fees

25 Aug - 26 Aug

3. Sweet comfy cottage on Small Point Road

Small Point

Liz J.

includes taxes & fees

30 Aug - 31 Aug

4. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Cristina Q.

includes taxes & fees

2 Sept - 3 Sept

View all properties

Find holiday rentals that suit your style

Cabins

Aparthotels

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

Top Bailey Island Hotel Reviews

HomeAwhile

8/10 Good

"Well outfitted apartment style room"

Best Western Merry Manor Inn

8/10 Good

"The check in process was easy and staff was friendly. The outdoor pool was amazing, as was the breakfast! Some maintenance issues definitely detract from the experience -- bubbling wallpaper on the walls, rusty tub, etc. The layout of the hotel is a little strange as well. Overall, a good experience, though."

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent

"We were very pleased with our recent stay. The accommodations were exceptionally comfortable and well-appointed. Housekeeping services were prompt and thorough throughout our visit. The amenities provided greatly enhanced our experience. We would gladly recommend this establishment to others."

Find out more about Bailey Island