Bailey Island Cottages

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

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Our top choices for Bailey Island cottages

A small house with a wooden deck and a porch.

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

Harpswell

includes taxes & fees

1 Oct - 2 Oct

A two-story house with a garage and a covered porch.

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

Brunswick

includes taxes & fees

23 Sept - 24 Sept

A two-story house with a porch, surrounded by trees and a grassy yard.

3. Sweet comfy cottage on Small Point Road

Small Point

Liz J.

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a gabled roof and a front porch.

4. 3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Nell F.

includes taxes & fees

27 Sept - 28 Sept

A two-story house with a white exterior and a black base. There is a white staircase leading to the front door, surrounded by lush greenery and flowering plants.

5. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Janet S.

includes taxes & fees

28 Sept - 29 Sept

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Top Bailey Island Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Room was very clean and location accessible to local businesses."

Inn at St John Portland In-Town

8/10 Good

"Clean and friendly. Would not be a place for people who have trouble with stairs. The location seemed removed from waterfront activities but Portland is quite small and walkable. We would return. Suggestion: With the shared bathroom, an exhaust fan and or air fresheners would go a long way."

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