Bailey Island, Maine Real Estate: 207-833-5078 Rentals: 207-833-7795 Ext. 18

Year Round

You are currently viewing rental properties in our Year Round category. Clicking on a thumbnail or "more info" link will allow you to see more details regarding a specific property. For more information on any of our properties or services, please contact us and we'll be happy to answer any questions you may have.

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Freeport Winter Rental 2023 - 2024- Not Available

Location: Freeport, Maine
Availability: $2,600.00/ per month - November 1st, 2023 to May 1st, 2024
This adorable winter rental will be available starting in October through June. Beautifully sited on the waters edge in Freeport, just a short distance to Wolf's Neck Farm. Fully furnished, 3 Bedroom, 2 Baths, lovely views into Maquoit Bay. What a special spot! Snuggle up for the winter with us...


Location: Bailey island
Availability: Year round
In-Season Rate: $2000.00/month utilities not included

This charming two story home has 3 Bedrooms, 1 bath(shower only), office space , washer & dryer and appliances included. Oil Furnace. Located on Bailey Island, conveniently near Bailey Island General Store. Utilities and snow removal are tenants...

Indian Rest - Winter Rental

Location: Indian Rest Road
Availability: Winter 2023-Spring 2024
In-Season Rate: $2500 per month plus utilites
This completely renovated 3 bedroom, 3 bath home is available for winter rent 2023-2024! New appliances, furnace, bathrooms, all in pristine condition! Winter in Maine is beautiful, and this home offers beautiful water views. Please give Amy or Kelsey a call today at 207-833-7795 to schedule a...