Baileys Harbor

  1. Best Of Times Waterfront Cottage

    Baileys Harbor area house on the waterfront
    7 Guests / No Pets
    • $235* per night
    • $1500* per week
    • $5000* per month
    *See listing for additional price details.
  2. Brann House In Beautiful Baileys Harbor

    Baileys Harbor area house in the village
    8 Guests / No Pets
    • $275 per night
    • $1700 per week
  3. Dream Come True, Near Cana Island Lighthouse

    Baileys Harbor area house on the waterfront
    6 Guests / No Pets
    • $290 per night
    • $1600-1750 per week
  4. Heybach Beach House, Lakefront Near Cana Island Lighthouse

    Baileys Harbor area house on the waterfront
    7 Guests / No Pets
    • $325 per night
    • $2100 per week
  5. Higbee Sand Beach House- The Maine Door

    Baileys Harbor area house on the waterfront
    6 Guests / No Pets
    • $350* per night
    • $2300* per week
    *See listing for additional price details.
  6. Lime Kiln Cottage

    Baileys Harbor area house on a wooded lot
    5 Guests / Pets Allowed
    • $175* per night
    • $1200* per week
    *See listing for additional price details.
  7. North Bay Lakefront Retreat Between Sister Bay & Baileys Harbor

    Baileys Harbor area house on the waterfront
    8 Guests / Pets Allowed
    • $250* per night
    • $1700* per week
    *See listing for additional price details.
  8. Paradise North Lakefront Home By Cana Island Lighthouse

    Baileys Harbor area house on the waterfront
    8 Guests / Pets Allowed
    • $350 per night
    • $2300 per week
  9. Parkside Cottage In Downtown Bailey’s Harbor

    Baileys Harbor area house with a water view
    6 Guests / Pets Allowed
    • $225* per night
    • $1400* per week
    • $4500* per month
    *See listing for additional price details.
  10. Pine Trees On Kangaroo Lake

    Baileys Harbor area house on the waterfront
    6 Guests / No Pets
    • $225 per night
    • $1475 per week
  11. Secret Haven By Cana Island Between Bailey’s Harbor & Sister Bay

    Baileys Harbor area house on a wooded lot
    10 Guests / No Pets
    • $250 per night
    • $1500 per week
  12. Twain’s Rest Luxury Lakefront Home

    Baileys Harbor area house on the waterfront
    12 Guests / No Pets
    • $575 per night
    • $3700 per week
  13. Winding Lane Cottage On North Bay Just Outside Of Sister Bay

    Sister Bay area house on a wooded lot
    6 Guests / No Pets
    • $175 per night
    • $900 per week